Carbohidratos

Introduccin
Monosacridos
Oligosacridos

22/02/15

Polisacridos

Ms.C. LUIS CHVEZ ABANTO

Carbohidratos
Celulosa

Pedro Antonio Garca Ruiz

Catedrtico de Escuela Universitaria
Area Qumica analtica
22/02/15

Profesor Titular de Universidad

Area Qumica Orgnica

Departamento
deCHVEZ
QumicaABANTO
Orgnica - Universidad de Murcia
Ms.C. LUIS

Carbohidratos
Introduccin
Monosacridos
Oligosacridos

22/02/15

Polisacridos

Ms.C. LUIS CHVEZ ABANTO

Introduccin
Que es un carbohidrato?
Son polihidroxi aldehdos o cetonas o
compuestos que conducen a ellos por hidrlisis
y sus derivados.
Se denominan Hidratos de carbono por
responder muchos de ellos a la formula
emprica:

C (H2O)n
22/02/15

Ms.C. LUIS CHVEZ ABANTO

Introduccin
Que es un carbohidrato?
Se producen en la fotosntesis.
Las plantas verdes contienen clorofila que
capta de la luz solar la energa necesaria para
realizar el proceso:

6 CO2

+ H2O

C6(H2O)6 + 6 O2
22/02/15

Ms.C. LUIS CHVEZ ABANTO

Introduccin
Como se clasifican?
C
a
r
Monosacridos
b
Azcares
o
h
Oligosacridos
i
d
r
a
Polisacridos
t
o
s 22/02/15
Ms.C. LUIS CHVEZ ABANTO

Aldosas
Cetosas
-2

Di

-3

Tri

-4

tetr

-5

pent

-6

Hex

-7

Hept

Introduccin
Para qu sirven?
-

Como principios inmediatos son soportes de la vida

- Proporcionan:

- Muchas
aplicaciones en
la industria
Qumica
22/02/15

Alimento

Cultura

Alcohol

Casa

Higiene

Medicina

Vestido

Comodidad

Decoracin

Polmeros

Furfural

Polesteres

Sintesis

Conserva

Farmacia

Quiral

Celulosa

Bebidas

Ms.C. LUIS CHVEZ ABANTO

Carbohidratos
Introduccin
Monosacridos
Oligosacridos

22/02/15

Polisacridos

Ms.C. LUIS CHVEZ ABANTO

Monosacridos
Estructura
Reacciones y derivados
Aislamiento y anlisis
22/02/15

Ms.C. LUIS CHVEZ ABANTO

Monosacridos

Estructura
Aldosas
Cetosas
Estructura cclica

22/02/15

Ms.C. LUIS CHVEZ ABANTO

Monosacridos

Estructura

Aldosas
Tres carbonos: Aldotriosas
CHO

CHO

OH

HO

CH2 OH

CH 2 O H

D (+)

L (-)
Gliceraldhido

22/02/15

Ms.C. LUIS CHVEZ ABANTO

currentpoint

Monosacridos

Estructura

Aldosas
Cuatro carbonos: Aldotetrosas

6
nd
s120
1
4370
1796
4552
1952
4352
4513
4214
2095
1822
3122
dL
DSt
1 1952
[14
59
[12
1345
2047
2086
1878
1904
2736
2756
2580
2606
1033
50
I I3122
1345
2464
40
4370
1427
4921
1952
4352
4882
3845
2464
1453
3122
80
3425
1952
2580
40
1714]
2416]
2455]
1878]
1904]
3105]
3125]
2580]
2606]
3425]
20
DSt
1714]
DSt
chemdict
gr[13
[0 II 1453
1952
211
/bs[[1
[1
]d
2606
gr
begin
gs
end
1 2606
2
120
1714
4370
1796
4552
1952
4352
4513
4214
2095
1822
3122
dL
DSt
SP
1 1952
[14
54
DSt
[12
DSt
1345
2047
2086
1878
1904
2736
2756
2580
2606
1033
50
I 3122
IDb
1345
[1
2464
40
4370
1427
4921
1952
4352
4882
3845
2464
1453
3122
I 4370
80
3425
1952
2580
40
1714]
2416]
2455]
1878]
1904]
3105]
3125]
2580]
2606]
3425]
1714
DSt
20
1714]
DSt
chemdict
gr
DSt
[13
[0[2
II 1952
1453
I 1952
begin
1714
2606
2416
SP DSt
DSt
DS

m2
W
dv
1
p
{6
hemDraw
opyRight
x
m
dict/chemdict
A
/cY
p}{sqrt
l/OrA{py
r-9.6
grestore
A}{cw
ransform
2
lt{1
m
-2
cm
mv
sc
px
180
p
0
gr}{pp}{gs
s
mv
-1
2
a}b/PT{8
exec}{al
dv
dp
sm
dv
s{dp
m
HA}{dL
mv
g
rO
dp
dv
x-.6
sc
py
sm
WI
12
neg
exec
-1
0
neg
b2
np
lp
CA
st
p
wF
n
mv
0
py
LB
1.2
psc
5
neg
-9.6
bd
p
mv
st
a}{ex
p
at
gr
p
e
1
1986,
px
e
OA}{1
L/gs/gsave
larcn
m
Laser
lm
p
clip}b/Ct{bs
gs
cp
L/xl/translate
laL
n
neg}if/py
mv
0
5
gr
pp
ex
p
2
2.25
st}b/HA{lW
np
OB
0
lat
o
sl
p
16.8
wy
1
-1
px
mv
m
1
fill
0gs
py
145
n/ex
12
lp
8
counttomark{bs
l3.375
st}{0
90
ac
ro
n
sg
1
aR
1987,
bW
rnp
gr
Prep
ix
wx
py
ac
SA
-1
0.6
0.3
bd
px
dp
dv
sc
OB/bL
px
8
cv
ro
fill
1
dict
aL
end}b/Db{bs{dp
rad
xsc
p
0
at
DA}{dL
n
neg
py
0
m1
eq{DD}{DS}ie
x
DLB
L/ie/ifelse
dp
1.2
1
-9.6
SA
ey
gr
0
lpy
ne{bW
8
m
Cambridge
p
bd
120
mt
px
dp
sc
put
0
p
rot
rO
-1
cm
n/ey
L/S{sf
m
l}for
m/w
180
x
DA}{cw
2
e
p
rad
mv
21.6
p
-1
0
ro
0bW
1
cpt
dv
py
lac
g
chemdict
b1
CA
0
p
sm
-.6
0
lt{-1
-1
ac
1.5
tr/dy
bs
0
aA
x
180
x0
st
2
lpx
12
0
dp
a}ie}b/WW{gs
a}ie}b/BW{wD
xl
0
OA}{1
L/ix/index
cp
-8
py
dx
sc
m}b/dA{[3
2.2
np
8
p
st}{Asc
dv}{bd}ie
py
rot
e
sgr}{gs
ne{bW
SA
sc
py
0
1
m
0
3
5
24.6
%
userdict/chemdict
L/gr/grestore
L/tr/transform
xl
lpp
SA
RA}{6
-1
st}b/OrA{py
-8
py
np
gs
fill
e
o
cp
a
wy
dp
0
In
x
5
Scientific
6
cm
g
p
180
DLB
x/dx
n/dx
0
w
lp
360
sc
p
16
-1
m
g
2
0
-1
cw
py
1
bW
dp/cY
a
neg
2
DA}{dL
lp
dp
px
ChemDraw
CopyRight
sc
8
gr
0
5
cm
fill
pA
pp}{sqrt
0
-1
m2
begin/version
px
DA}{cw
mv
2
p
type[]type
ac
gs
ix
dv
o
1
sqrt
sm
p
l4
sl
neg}if/px
r-1
rp
-9.6
-1
0
arc
2
-4.8
lt{1
gs
px
mv
cm
m
-2
180
sc
x
0
gr}{pp}{gs
p
-1
arc
s
mv
2
gi
exec}{al
dv
dp
sa}b/PT{8
12
py
0
2.25
e
mv
sm
2
1
s{dp
LB
o
dv
L/l/lineto
m
0.6
sc
HA}{dL
r0
g
mv
rO
dy
st}{0
3
dv
x
180
dp
dv
0.5
-.6
neg
al
py
sc
0
dp
dv/bd
ac
CB
2
wF
sm
WI
neg
S]}b/dL{dA
12
Computing,
lW
exec
p
gs
-1
0
OB
25.8
1
b2
lp
np
gs
90
CA
w
st
cw
pp
p
1
n/dy
wF
ac
eq{DB}{DS}ie
2.2
mv
n
LB
0
p
llp
r0
py
1.2
SA
16
rev{neg}if
sg
neg
p
5
CB
sc
bd
begin
px
6
m
wD
mv
1
SA
2
-9.6
at
e
st
gr
a}{ex
1986,
p
px
L/gs/gsave
0.5
e
lCA
1
OA}{1
arcn
1
px
py
o
-2
lrO
m
Laser
gs
L/xl/translate
cp
m
x
eq{dp
-1
p
xl}{xl
sg
dv
clip}b/Ct{bs
aL
p
cv
0
lmv
s
x}if
DA}{cw
neg}if/py
ex
cW
fill
n
5
sc
gr
p
2
0
p
np
pp
2.25
1
cX
x
L/mt/matrix
DA}{2.25
st}b/HA{lW
0
at
np[{py
begin
lOB
o
dv
le
OA}{1
16
sl
lp
sg
0
wy
p
r23
dp
mv
-1
1
fill
p
16.8
m
mv
px
1
setgray
p
fill
lx
wy
0
gr
cm
-1.6
145
gs
n/ex
py
lp
np
12
st}{0
bs
0
s
90
counttomark{bs
8
0
ne
l3.375
ro
a
ac
mv
sg
np
lac
1987,
rlineto
aR
rn
gr
ly
1
bW
np
fill
Prep
gr
def/b{bind
p
arc
0
wx
ac
cm
cp
py
ix
0
1
0.3
bd
-1
SA
pp
wx
0.6
px
dv
0
px
bW
sm
e
OB/bL
Inc.
dp
1
ro
sc
o
fill
px
p
l27
p
bs
0
8
end}b/Db{bs{dp
dict
gr
cv
rO
o
0
aL
sc}b/Ov{OrA
cm
x
rad
1
g
w
g/wb
0
p
sc
cm
5
ac
0
cY
n
16
lL/ie/ifelse
gs
-1
at
DA}{dL
neg
pp}ifelse
sm
mv
py
0
DLB
x
dp
n
at
0
gr
m1
py
1
ey
eq{DD}{DS}ie
WI
1.2
2
st
lp
-9.6
lpy
gs
e
SA
0
1.6
2
m
clippath
ne{bW
p
ac
Cambridge
p
pp}{2
120
SA
cp
8
px
p
dp
put
sm
3
cm
bd
ne
sc
mt
0
eq{gs
div
cm
mt
g
rO
rot
sm
ne{bW
m
sl}for
m
L/S{sf
gr}b/OB{/bS
px
L/mv/moveto
n/ey
st}{Asc
1
x
m/w
mv
sl
2
-1
180
e
cm
lp
mv
lW
m
x
DA}{cw
rad
0
-1
p
2
27
0
1
fill}b/SA{aF
0
OA}{1.5
270
p
or{4
0
w
21.6
bW
ro
ac
py
dv
cpt
st
lsm
1.5
chemdict
ro
g
dup
bs
0
sm
lCA
st}{px
py
4
1
p
b1
e
cp
def}bind
0
p
lt{-1
-1
m
bL
-.6
sm
0
p
bs
1.5
4.8
0
st
x
180
tr/dy
gr
gi
ac
aA
mv
p
tr
x
px
dp
0
4
2
l12
0
L/ix/index
1
le
dp
0
xl
fill
rO
st}]e
AA}{1
lSA
sc
py
OA}{1
put
m}b/dA{[3
fill
cp
a}ie}b/WW{gs
a}ie}b/BW{wD
py
st
dx
0
st}{Asc
bd
2
lnp
gr}{gs
py
1
rad
al
gi
2.2
-8
rot
dv}{bd}ie
e
wy
g/bb
p
1
ZLB
ne{bW
st
8
cp
s
m
py
SA
25.8
sc
0
gs
1
0
px
S
1
end
DLB
dv/bd
rgr
p
g
ac
6
Scientific
cm
3
pp
S
DA}{270
al
5
rO
n/dx
0
24.6
x/dx
180
lp
4
0
gr
setgray
p
g
lW
4
sc
360
a
lt{pp
g
a/py
l2
0.4
SA
neg
cm
w
p
px
-1
dv
m
DA}{dL
pp
-1
39
type[]type
16
cpt
begin/version
m
0
px
px
setdash}d/c
ac
gs
ap
1
o
x
5
sqrt
ac
def/L{load
1
4
mv
sm
np
x
gr}b/In{px
cv
-1
p
m
L/m/mul
neg}if/px
gs
2
rpx
p
sl
OA}{1
0
-1
dp
r}if
wb
o
arc
dv
12
eq{dL}if
x
sc
sm}b/CB{
DT}]o
gi
sx
3
0
-4.8
py
x}if
o
s
LB
2
py
e
larc
0.5
mv
L/l/lineto
cp
dv
e
xmv
lW
sc
2.25
-0.4
8
rad
xl
rO
0.5
2
g
0.6
st}{0
dy
ix
0
180
sc
py
1
3
CB
al
dp
rneg
dv/bd
at
sc
round
wx
0
OB
4
p
wF
0
S]}b/d
24.6
S}if/lp
gs
pp
px
Comp
2
Bd
4
exec
st}{1
ags
lW
180
90
ac
1
m/aL
3
sg
CA
ac
pp
1
0
w
n/dy
25.8
g/cX
lZLB
ro}ie
cw
lp
rev{
w
sg
CB
cm
lW
-1
eq{
2.2
-0.4
px
0
rix
a/p
0.5
e
0
SA
1
pp
6
m
SA
1
wD
gr
L/n
16
2
be
px
CA
py
fill
o
ac
eq
e
n
D
p
rO
rfi
x
9
g
n
0
x
rA
s
--d
g
1
6
sm
d

Enantimeros
CHO

Enantimeros

CHO

CHO

CHO

OH

HO

HO

OH

HO

OH

CH2 O H

D-eritrosa
22/02/15

CH 2 O H

L-eritrosa

OH

HO

CH 2 O H
currentpoint
192837465

D-treosa

Ms.C. LUIS CHVEZ ABANTO

DIASTEROISOMEROS

CH 2 O H

L-treosa

currentp

Monosacridos

Estructura

Aldosas
Cuatro carbonos: Aldotetrosas

6
nd
s120
1
4370
1796
4552
1952
4352
4513
4214
2095
1822
3122
dL
DSt
1 1952
[14
59
[12
1345
2047
2086
1878
1904
2736
2756
2580
2606
1033
50
I I3122
1345
2464
40
4370
1427
4921
1952
4352
4882
3845
2464
1453
3122
80
3425
1952
2580
40
1714]
2416]
2455]
1878]
1904]
3105]
3125]
2580]
2606]
3425]
20
DSt
1714]
DSt
chemdict
gr[13
[0 II 1453
1952
211
/bs[[1
[1
]d
2606
gr
begin
gs
end
1 2606
2
120
1714
4370
1796
4552
1952
4352
4513
4214
2095
1822
3122
dL
DSt
SP
1 1952
[14
54
DSt
[12
DSt
1345
2047
2086
1878
1904
2736
2756
2580
2606
1033
50
I 3122
IDb
1345
[1
2464
40
4370
1427
4921
1952
4352
4882
3845
2464
1453
3122
I 4370
80
3425
1952
2580
40
1714]
2416]
2455]
1878]
1904]
3105]
3125]
2580]
2606]
3425]
1714
DSt
20
1714]
DSt
chemdict
gr
DSt
[13
[0[2
II 1952
1453
I 1952
begin
1714
2606
2416
SP DSt
DSt
DS

m2
W
dv
1
p
{6
hemDraw
opyRight
x
m
dict/chemdict
A
/cY
p}{sqrt
l/OrA{py
r-9.6
grestore
A}{cw
ransform
2
lt{1
m
-2
cm
mv
sc
px
180
p
0
gr}{pp}{gs
s
mv
-1
2
a}b/PT{8
exec}{al
dv
dp
sm
dv
s{dp
m
HA}{dL
mv
g
rO
dp
dv
x-.6
sc
py
sm
WI
12
neg
exec
-1
0
neg
b2
np
lp
CA
st
p
wF
n
mv
0
py
LB
1.2
psc
5
neg
-9.6
bd
p
mv
st
a}{ex
p
at
gr
p
e
1
1986,
px
e
OA}{1
L/gs/gsave
larcn
m
Laser
lm
p
clip}b/Ct{bs
gs
cp
L/xl/translate
laL
n
neg}if/py
mv
0
5
gr
pp
ex
p
2
2.25
st}b/HA{lW
np
OB
0
lat
o
sl
p
16.8
wy
1
-1
px
mv
m
1
fill
0gs
py
145
n/ex
12
lp
8
counttomark{bs
l3.375
st}{0
90
ac
ro
n
sg
1
aR
1987,
bW
rnp
gr
Prep
ix
wx
py
ac
SA
-1
0.6
0.3
bd
px
dp
dv
sc
OB/bL
px
8
cv
ro
fill
1
dict
aL
end}b/Db{bs{dp
rad
xsc
p
0
at
DA}{dL
n
neg
py
0
m1
eq{DD}{DS}ie
x
DLB
L/ie/ifelse
dp
1.2
1
-9.6
SA
ey
gr
0
lpy
ne{bW
8
m
Cambridge
p
bd
120
mt
px
dp
sc
put
0
p
rot
rO
-1
cm
n/ey
L/S{sf
m
l}for
m/w
180
x
DA}{cw
2
e
p
rad
mv
21.6
p
-1
0
ro
0bW
1
cpt
dv
py
lac
g
chemdict
b1
CA
0
p
sm
-.6
0
lt{-1
-1
ac
1.5
tr/dy
bs
0
aA
x
180
x0
st
2
lpx
12
0
dp
a}ie}b/WW{gs
a}ie}b/BW{wD
xl
0
OA}{1
L/ix/index
cp
-8
py
dx
sc
m}b/dA{[3
2.2
np
8
p
st}{Asc
dv}{bd}ie
py
rot
e
sgr}{gs
ne{bW
SA
sc
py
0
1
m
0
3
5
24.6
%
userdict/chemdict
L/gr/grestore
L/tr/transform
xl
lpp
SA
RA}{6
-1
st}b/OrA{py
-8
py
np
gs
fill
e
o
cp
a
wy
dp
0
In
x
5
Scientific
6
cm
g
p
180
DLB
x/dx
n/dx
0
w
lp
360
sc
p
16
-1
m
g
2
0
-1
cw
py
1
bW
dp/cY
a
neg
2
DA}{dL
lp
dp
px
ChemDraw
CopyRight
sc
8
gr
0
5
cm
fill
pA
pp}{sqrt
0
-1
m2
begin/version
px
DA}{cw
mv
2
p
type[]type
ac
gs
ix
dv
o
1
sqrt
sm
p
l4
sl
neg}if/px
r-1
rp
-9.6
-1
0
arc
2
-4.8
lt{1
gs
px
mv
cm
m
-2
180
sc
x
0
gr}{pp}{gs
p
-1
arc
s
mv
2
gi
exec}{al
dv
dp
sa}b/PT{8
12
py
0
2.25
e
mv
sm
2
1
s{dp
LB
o
dv
L/l/lineto
m
0.6
sc
HA}{dL
r0
g
mv
rO
dy
st}{0
3
dv
x
180
dp
dv
0.5
-.6
neg
al
py
sc
0
dp
dv/bd
ac
CB
2
wF
sm
WI
neg
S]}b/dL{dA
12
Computing,
lW
exec
p
gs
-1
0
OB
25.8
1
b2
lp
np
gs
90
CA
w
st
cw
pp
p
1
n/dy
wF
ac
eq{DB}{DS}ie
2.2
mv
n
LB
0
p
llp
r0
py
1.2
SA
16
rev{neg}if
sg
neg
p
5
CB
sc
bd
begin
px
6
m
wD
mv
1
SA
2
-9.6
at
e
st
gr
a}{ex
1986,
p
px
L/gs/gsave
0.5
e
lCA
1
OA}{1
arcn
1
px
py
o
-2
lrO
m
Laser
gs
L/xl/translate
cp
m
x
eq{dp
-1
p
xl}{xl
sg
dv
clip}b/Ct{bs
aL
p
cv
0
lmv
s
x}if
DA}{cw
neg}if/py
ex
cW
fill
n
5
sc
gr
p
2
0
p
np
pp
2.25
1
cX
x
L/mt/matrix
DA}{2.25
st}b/HA{lW
0
at
np[{py
begin
lOB
o
dv
le
OA}{1
16
sl
lp
sg
0
wy
p
r23
dp
mv
-1
1
fill
p
16.8
m
mv
px
1
setgray
p
fill
lx
wy
0
gr
cm
-1.6
145
gs
n/ex
py
lp
np
12
st}{0
bs
0
s
90
counttomark{bs
8
0
ne
l3.375
ro
a
ac
mv
sg
np
lac
1987,
rlineto
aR
rn
gr
ly
1
bW
np
fill
Prep
gr
def/b{bind
p
arc
0
wx
ac
cm
cp
py
ix
0
1
0.3
bd
-1
SA
pp
wx
0.6
px
dv
0
px
bW
sm
e
OB/bL
Inc.
dp
1
ro
sc
o
fill
px
p
l27
p
bs
0
8
end}b/Db{bs{dp
dict
gr
cv
rO
o
0
aL
sc}b/Ov{OrA
cm
x
rad
1
g
w
g/wb
0
p
sc
cm
5
ac
0
cY
n
16
lL/ie/ifelse
gs
-1
at
DA}{dL
neg
pp}ifelse
sm
mv
py
0
DLB
x
dp
n
at
0
gr
m1
py
1
ey
eq{DD}{DS}ie
WI
1.2
2
st
lp
-9.6
lpy
gs
e
SA
0
1.6
2
m
clippath
ne{bW
p
ac
Cambridge
p
pp}{2
120
SA
cp
8
px
p
dp
put
sm
3
cm
bd
ne
sc
mt
0
eq{gs
div
cm
mt
g
rO
rot
sm
ne{bW
m
sl}for
m
L/S{sf
gr}b/OB{/bS
px
L/mv/moveto
n/ey
st}{Asc
1
x
m/w
mv
sl
2
-1
180
e
cm
lp
mv
lW
m
x
DA}{cw
rad
0
-1
p
2
27
0
1
fill}b/SA{aF
0
OA}{1.5
270
p
or{4
0
w
21.6
bW
ro
ac
py
dv
cpt
st
lsm
1.5
chemdict
ro
g
dup
bs
0
sm
lCA
st}{px
py
4
1
p
b1
e
cp
def}bind
0
p
lt{-1
-1
m
bL
-.6
sm
0
p
bs
1.5
4.8
0
st
x
180
tr/dy
gr
gi
ac
aA
mv
p
tr
x
px
dp
0
4
2
l12
0
L/ix/index
1
le
dp
0
xl
fill
rO
st}]e
AA}{1
lSA
sc
py
OA}{1
put
m}b/dA{[3
fill
cp
a}ie}b/WW{gs
a}ie}b/BW{wD
py
st
dx
0
st}{Asc
bd
2
lnp
gr}{gs
py
1
rad
al
gi
2.2
-8
rot
dv}{bd}ie
e
wy
g/bb
p
1
ZLB
ne{bW
st
8
cp
s
m
py
SA
25.8
sc
0
gs
1
0
px
S
1
end
DLB
dv/bd
rgr
p
g
ac
6
Scientific
cm
3
pp
S
DA}{270
al
5
rO
n/dx
0
24.6
x/dx
180
lp
4
0
gr
setgray
p
g
lW
4
sc
360
a
lt{pp
g
a/py
l2
0.4
SA
neg
cm
w
p
px
-1
dv
m
DA}{dL
pp
-1
39
type[]type
16
cpt
begin/version
m
0
px
px
setdash}d/c
ac
gs
ap
1
o
x
5
sqrt
ac
def/L{load
1
4
mv
sm
np
x
gr}b/In{px
cv
-1
p
m
L/m/mul
neg}if/px
gs
2
rpx
p
sl
OA}{1
0
-1
dp
r}if
wb
o
arc
dv
12
eq{dL}if
x
sc
sm}b/CB{
DT}]o
gi
sx
3
0
-4.8
py
x}if
o
s
LB
2
py
e
larc
0.5
mv
L/l/lineto
cp
dv
e
xmv
lW
sc
2.25
-0.4
8
rad
xl
rO
0.5
2
g
0.6
st}{0
dy
ix
0
180
sc
py
1
3
CB
al
dp
rneg
dv/bd
at
sc
round
wx
0
OB
4
p
wF
0
S]}b/d
24.6
S}if/lp
gs
pp
px
Comp
2
Bd
4
exec
st}{1
ags
lW
180
90
ac
1
m/aL
3
sg
CA
ac
pp
1
0
w
n/dy
25.8
g/cX
lZLB
ro}ie
cw
lp
rev{
w
sg
CB
cm
lW
-1
eq{
2.2
-0.4
px
0
rix
a/p
0.5
e
0
SA
1
pp
6
m
SA
1
wD
gr
L/n
16
2
be
px
CA
py
fill
o
ac
eq
e
n
D
p
rO
rfi
x
9
g
n
0
x
rA
s
--d
g
1
6
sm
d

D-gliceraldehido

CHO

CHO

CHO

CHO

OH

HO

HO

OH

HO

OH

CH2 O H

D-eritrosa
22/02/15

CH 2 O H

L-eritrosa

OH

HO

CH 2 O H
currentpoint
192837465

D-treosa
L-gliceraldehido

Ms.C. LUIS CHVEZ ABANTO

CH 2 O H

L-treosa

currentp

w
y
gr/grestore
}b/OrA{py
dp/cY
0
2
cw
py
1
g
bW
erdict/chemdict
dp
p
ChemDraw
CopyRight
r/transform
1
sc
8
}{6
cm
fill
gr
pA
pp}{sqrt
0
-1
m2
DA}{cw
2
p
o
ix
dv
plr-9.6
1
2
lt{1
-2
m
mv
180
sc
px
p
s
mv
cm
-1
2
exec}{al
dv
0
gr}{pp}{gs
a}b/PT{8
dp
sm
s{dp
dv
m
HA}{dL
g
mv
dv
rO
dp
x
-.6
sc
py
neg
WI
sm
0
-1
neg
b2
CA
np
lp
st
wF
p
mv
n
LB
0
py
1.2
p
5
-9.6
sc
bd
p
neg
gr
a}{ex
mv
at
p
st
e
OA}{1
1
px
e
1986,
L/gs/gsave
l12
arcn
m
m
Laser
gs
llp
clip}b/Ct{bs
p
L/xl/translate
aL
lcp
mv
neg}if/py
n
0
5
p
np
ex
gr
2
pp
2.25
st}b/HA{lW
OB
lat
sl
0
16.8
wy
o
p
1
-1
mv
m
px
0
fill
gs
n/ex
py
90
145
lp
counttomark{bs
12
3.375
8
lgs
ac
ro
sg
n
aR
1
r1987,
bW
np
wx
Prep
-1
ix
py
SA
gr
0.6
ac
0.3
bd
dv
dp
px
sc
ro
cv
8
OB/bL
fill
aL
dict
rad
sc
x
end}b/Db{bs{dp
at
0
p
0
n
DLB
neg
0
m1
-9.6
py
dp
1.2
eq{DD}{DS}ie
1
L/ie/ifelse
gr
x
SA
ey
0
l8
ne{bW
m
py
120
p
Cambridge
bd
mt
sc
px
dp
0
p
put
-1
rot
cm
rO
m
l}for
n/ey
180
DA}{cw
L/S{sf
m/w
m
x
p
e
rad
-1
2
mv
21.6
p
0
ro
0
1
bW
CA
lpy
cpt
ac
dv
b1
g
0
chemdict
sm
-1
-.6
p
lt{-1
ac
tr/dy
1.5
aA
0
bs
180
0
x
12
st
2
dp
l1
px
0
a}ie}b/WW{gs
a}ie}b/BW{wD
sc
0
-8
xl
py
cp
2.2
8
st}{Asc
L/ix/index
m}b/dA{[3
dx
p
np
dv}{bd}ie
e
gr}{gs
rot
py
sne{bW
SA
0
m
sc
0
24.6
py
DLB
3
5
1
6
g
180
x/dx
p
cm
Scientific
n/dx
0
360
p
16
-1
m
lp
sc
g
-1
a
2
DA}{dL
neg
l1
px
0
mv
5
px
gs
sqrt
-1
begin/version
4
type[]type
ac
sm
rgs
sl
neg}if/px
r0
-4.8
p
arc
-1
x
arc
s0
gi
x
s12
LB
2.25
1
2
sc
e
py
mv
o
0
0.5
rO
180
dy
st}{0
rL/l/lineto
al
ac
dv/bd
dp
neg
0
CB
py
25.8
lW
1
gs
wF
OB
90
2
S]}b/dL{dA
p
Computing,
cw
w
1
ac
pp
2.2
n/dy
sg
req{DB}{DS}ie
16
SA
rev{neg}if
lEstructura
CB
lp
6
1
0.5
2
CA
SA
wD
e
m
begin
2
px
e
1
px
-2
o
fill
-1
rO
sg
cv
dv
s
0
py
p
m
x
xl}{xl
sc
x}if
DA}{cw
cW
eq{dp
1
DA}{2.25
cX
OA}{1
0
x
sg
e
begin
dv
16
lnp[{py
0
gr
fill
p
-1.6
dp
L/mt/matrix
setgray
wy
np
cm
lp
lx
p
0
s
23
0
bs
a
mv
fill
np
rlineto
1
cm
larc
0
gr
ac
ly
p
0
bW
1
wx
sm
def/b{bind
pp
1
27
p
dp
e
o
gr
l0
rO
p
Inc.
bs
o
cm
0
px
sc}b/Ov{Or
-1
sm
ac
w
gs
mv
5
g/wb
cY
cm
g
0
16
at
ln
pp}ifelse
0
py
gs
1.6
st
0
e
m
ac
clippath
WI
2
sc
2
p
lp
SA
cm
sm
p
ne{bW
cp
ne
3
mt
st}{Asc
pp}{2
gr}b/OB
g
1
div
sm
m
cm
px
eq{gs
mv
sl
lpp}{2
0
s27
270
p
x
2
0
1
OA}{
fill}b/
L/mv
or{4
sm
st
w
0
ro
1.5
lor{4
py
bs
dup
st}{
4
p
sm
e
bL
4.8
cp
m
p
0
p
gr
de
tr
gi
lAA
p
sge
rm
4
p
2
fi
0
l1
%
userdict/chemdict
L/gr/grestore
L/tr/transform
xl
lpp
SA
RA}{6
-1
st}b/OrA{py
-8
py
np
gs
fill
e
o
cp
a
wy
dp
0
In
x
5
w
dp/cY
0
cw
py
1
2
g
bW
-1
dp
p
ChemDraw
CopyRight
sc
8
gr
cm
pA
fill
pp}{sqrt
0
-1
p
m2
2
DA}{cw
o
1
p12
ix
dv
lexec
r-9.6
2
lt{1
-2
m
mv
sc
px
cm
180
2
0
gr}{pp}{gs
p
s
mv
-1
a}b/PT{8
exec}{al
dv
dp
sm
dv
s{dp
HA}{dL
m
dv
g
rO
mv
x
dv
dp
-.6
py
sc
WI
neg
sm
exec
np
-1
neg
0
b2
CA
wF
st
p
mv
n
LB
p
py
0
1.2
p
5
sc
neg
-9.6
bd
mv
p
at
st
a}{ex
gr
px
le
L/gs/gsave
1
1986,
OA}{1
lm
m
arcn
Laser
cp
L/xl/translate
p
clip}b/Ct{bs
aL
mv
ex
lst}{0
neg}if/py
0
n
p
5
pp
gr
2
2.25
np
st}b/HA{lW
OB
at
lwy
0
o
sl
16.8
1
p
mv
-1
m
fill
px
1
n/ex
0
gs
py
12
counttomark{bs
145
lp
8
3.375
st}{0
ro
90
ac
l1
sg
aR
wx
1
n
1987,
rDA}{dL
gr
np
bW
py
ix
Prep
SA
-1
ac
0.6
0.3
bd
px
dv
OB/bL
sc
dp
cv
8
ro
x
fill
aL
1
at
end}b/Db{bs{dp
dict
rad
sc
p
0
ey
DA}{dL
py
neg
n
0
dp
eq{DD}{DS}ie
DLB
L/ie/ifelse
m1
-9.6
x
1.2
1
gr
0
SA
lmt
m
ne{bW
py
8
Cambridge
120
p
bd
px
dp
sc
n/ey
p
put
rO
0
rot
m
-1
cm
m/w
L/S{sf
l}for
x
180
p
DA}{cw
m
e
2
ro
mv
rad
21.6
0
-1
p
0
bW
ac
py
lOA}{1
CA
dv
cpt
g
chemdict
p
0
b1
tr/dy
sm
0
lt{-1
-.6
x
-1
ac
1.5
bs
0
aA
x
2
180
lst
0
px
dp
12
0
dx
OA}{1
cp
-8
xl
np
a}ie}b/WW{gs
a}ie}b/BW{wD
L/ix/index
py
sc
m}b/dA{[3
2.2
dv}{bd}ie
p
8
st}{Asc
ne{bW
py
e
rot
gr}{gs
s
py
SA
m
x/dx
0
n/dx
sc
3
24.6
0
5
cm
g
6
DLB
p
0
Scientific
180
360
lp
sc
p
-1
g
16
m
a
px
2
-1
neg
l0
DA}{dL
mv
px
type[]type
5
gs
ac
sqrt
sm
begin/version
4
x
-1
p
neg}if/px
x
r0.6
sl
r3
-4.8
0
arc
gs
-1
2
arc
s
0
gi
dy
12
mv
spy
o
e
0
2.25
LB
sc
rO
1
L/l/lineto
0.6
3
dv/bd
st}{0
lW
r180
0.5
al
dp
CB
neg
py
0
wF
ac
n/dy
OB
gs
p
S]}b/dL{dA
1
2
25.8
90
w
ac
gs
Computing,
cw
2
pp
1
2.2
lreq{DB}{DS}ie
rev{neg}if
lp
16
SA
sg
m
2
CB
1
px
6
wD
dv
begin
e
SA
CA
1
px
0.5
e
-2
x}if
o
m
x
rO
py
sg
-1
eq{dp
cv
cW
srp
sc
fill
xl}{xl
0
DA}{cw
0
wy
1
lx
cX
np[{py
0
begin
L/mt/matrix
DA}{2.25
OA}{1
dv
e
dp
lsg
16
lp
p
rne
fill
p
setgray
-1.6
gr
np
cm
0
ly
23
a
0
s
wx
ne
bs
mv
lcp
ac
rlineto
0
p
fill
gr
1
p
0
arc
cm
cp
bW
0
def/b{bind
pp
0
sm
rO
ldp
at
e
o
1
27
lp
bs
px
Inc.
gr
sc}b/Ov{Or
cm
0
w
WI
cm
g
16
-1
g/wb
cY
gs
ac
n
5
mv
sm
pp}ifelse
0
mt
py
ac
p
2
0
gs
1.6
2
e
st
lp
clippath
p
m
p
sc
cp
ne{bW
sm
div
ne
mv
m
SA
cm
3
sm
eq{gs
g
px
0
llW
s
1
gr}b/O
lst}{As
ro
cm
sl
L/mv/
lW
1
x
27
cp
2
270
fill}b
w
0
dup
OA}
st
bL
tr
py
sm
e
1.5
bs
st}
4
p
0
m
sm
fill
4.
de
p
w
m
p
lS
b
A
re
2
Monosacridos

Aldosas
Cinco carbonos: Aldopentosas
D-eritrosa

OH

OH

OH

D-ribosa
22/02/15

CHO

CHO

CHO

CH2 OH

D-treosa
CHO

HO

OH

HO

OH

HO

HO

OH

OH

OH

CH2OH
currentpoint
C H OH192837465 C H OH
currentpoint
192837465
curren
currentpoint 192837
2

D-arabinosa
D-xilosa
Ms.C. LUIS CHVEZ
ABANTO

D-lixosa

Monosacridos

Estructura

Aldosas

70 end
/bs[[1
[1
]d
gr
1165
[0
742
746
762
864
638
881
633
I 759
16759
4200
4010
2850
4770
3349
3520
4641
4662
2669
100
2487
2181
40
742
746
762
1169
333
1186
328
DSt
80
759
4505]
4010]
3155]
5075]
3349]
3825]
4662]
2669]
40
4010]
3349]
4641]
2669]
[1
20
I1
746
chemdict
4505
DSt
begin
[2
1186
4010
DSt
[3[2
I 328
4010
DSt DSt
[4 I 74
75
/bs[[1
[1
]d
gr
Db
1
[0
end
166
3218
3321
3280
3033
3145
3073
3162
3264
3038
3344
3064
I2487]
3182
123
3182
2092
4150
3961
4720
2589
3470
4591
4613
3271
96
3075
2770
40
3218
3626
3585
2727
3145
2768
3162
3569
2732
3649
2759
DSt
80
3182
40
2397]
4456]
3961]
5026]
2589]
3775]
4591]
4613]
3271]
[1ISP
20
I3075]
3218
chemdict
2397
DSt
begin
SP
I 3626
2589
[3

%w
userdict/chemdict
L/gr/grestore
L/tr/transform
xl
lpp
SA
RA}{6
-1
st}b/OrA{py
-8
py
np
gs
fill
e
o
cp
a
wy
dp
0
In
x
5
dp/cY
cw
py
1
2
0
g
bW
-1
dp
p
ChemDraw
CopyRight
sc
8
gr
pA
cm
fill
pp}{sqrt
0
-1
m2
p
2DA}{cw
pl-9.6
ix
dv
o
1
r2
lt{1
-2
m
mv
sc
cm
px
180
2
0
gr}{pp}{gs
mv
p
s-1
a}b/PT{8
exec}{al
dv
dp
sm
s{dp
dv
HA}{dL
m
dv
g
rO
mv
dv
x
dp
-.6
py
sc
WI
neg
sm
12
exec
neg
-1
np
0b2
lp
CA
wF
st
p
mv
nLB
p
py
0
1.2
p5
sc
neg
-9.6
bd
mv
p
at
st
a}{ex
px
gr
1986,
lL/gs/gsave
1
e
OA}{1
m
larcn
m
Laser
clip}b/Ct{bs
L/xl/translate
p
cp
gs
mv
aL
lex
neg}if/py
0
n
p
pp
5
2
gr
2.25
np
st}b/HA{lW
OB
at
0
wy
lo
sl
16.8
1
p
mv
-1
m
px
fill
1
0
n/ex
gs
py
12
counttomark{bs
8
lp
145
st}{0
ro
3.375
90
ac
ldp/cY
sg
aR
wx
1987,
1
n
rCopyRight
np
bW
gr
ix
Prep
py
SA
-1
ac
0.6
bd
0.3
px
dv
OB/bL
sc
dp
8
ro
x
fill
1
aL
at
end}b/Db{bs{dp
dict
rad
sc
p
0
DA}{dL
ey
py
n
0
neg
dp
eq{DD}{DS}ie
m1
L/ie/ifelse
DLB
-9.6
x
1.2
1
gr
0
SA
lmt
m
ne{bW
py
8
Cambridge
p
bd
120
px
dp
sc
p
n/ey
0
rO
put
rot
m
-1
cm
m/w
L/S{sf
l}for
x
180
p
m
DA}{cw
e
2
ro
mv
rad
21.6
p
0
-1
0
bW
py
ac
1
la}{ex
CA
cpt
dv
g
chemdict
b1
0
p
tr/dy
-.6
0
lt{-1
x
-1
1.5
bs
0
aA
x
180
2
st
0
dp
px
l5
12
0
dx
OA}{1
cp
a}ie}b/WW{gs
a}ie}b/BW{wD
xl
np
L/ix/index
py
sc
m}b/dA{[3
2.2
dv}{bd}ie
p
8
st}{Asc
ne{bW
e
py
rot
gr}{gs
spy
SA
m
x/dx
0
sc
n/dx
1
3
24.6
0
5
cm
g
6
Scientific
p
DLB
0
180
360
lp
p
sc
-1
g
a
16
m
px
2
-1
neg
l0
DA}{dL
mv
px
5
type[]type
gs
ac
sqrt
begin/version
sm
4
x
-1
p
neg}if/px
rx
sl
rp
-4.8
0
arc
gs
-1
2
arc
s
0
gi
12
mv
dy
s
py
o
e
0
2.25
LB
sc
rO
L/l/lineto
0.6
3
dv/bd
st}{0
lW
r180
0.5
al
dp
CB
neg
py
0
wF
ac
n/dy
OB
gs
p
2
1
S]}b/dL{dA
25.8
90
ac
w
Computing,
gs
cw
2
pp
1
2.2
leq{DB}{DS}ie
rro
rev{neg}if
lp
16
SA
m
sg
2
CB
wD
1
6
px
dv
begin
e
SA
1
CA
px
0.5
e
x}if
-2
o
m
py
rO
x
sg
-1
eq{dp
cv
cW
s
p
sc
xl}{xl
fill
0
DA}{cw
1
wy
cX
lx
np[{py
0
begin
L/mt/matrix
DA}{2.25
e
OA}{1
dv
dp
l2.2
sg
16
rlp
p
fill
p
setgray
-1.6
np
gr
cm
0
23
ly
a
s0
wx
bs
ne
mv
lDLB
ac
rlineto
0
p
fill
gr
1
arc
0
p
cp
cm
bW
0
def/b{bind
pp
0
sm
ll2
rO
e
dp
at
o
1
27
p
lbs
Inc.
px
gr
sc}b/Ov{OrA
cm
w
0
WI
cm
g
16
g/wb
-1
gs
cY
n
ac
mv
sm
pp}ifelse
0
mt
py
ac
p
2
0
1.6
e
gs
2
lp
clippath
p
m
p
ne{bW
cp
sc
sm
div
mv
ne
m
SA
cm
3
g
sm
eq{gs
pp}{2
lpx
0
s
1
gr}b/OB{/bS
lro
cm
sl
L/mv/moveto
1
lW
x
27
2
cp
270
fill}b/SA{aF
w
0
or{4
dup
OA}{1.5
st
bL
tr
bs
sm
e
py
1.5
4
st}{px
p
0
m
sm
fill
4.8
def}bind
p
wy
gi
gr
lpy
bd
e
AA}{1
rO
2
dp
1
fill
4
put
st
lst}]e
rad
SA
2
0
end
1
al
g/bb
ZLB
cp
dv/bd
st
a/py
25.8
1
gi
1
rO
S
0
gs
ac
rgr
1
px
pp
S
DA}{27
0.4
0
4
lW
gr
p
w
lt{pp
al
m
cm
setgray
g
gr}b/In
ac
SA
-1
cpt
px
dv
0
setda
gs
1
ap
39
p
x
o
pp
1
-1
cv
np
dv
2
xdef/L
m
x}if
px
sc
r}if
wb
-1
sm}
lcp
L/m
wx
o
py
eq{
OA
dp
3
dv
0.5
e
mv
s
rad
sc
8
D
2
ro
-0
lW
x
0
p
ix
g
a
s
%
userdict/chemdict
L/gr/grestore
L/tr/transform
xl
lpp
SA
RA}{6
-1
st}b/OrA{py
-8
py
np
gs
fill
e
o
cp
a
wy
dp
0
In
x
5
w
2
0
cw
py
1
g
bW
-1
dp
p
ChemDraw
sc
8
cm
gr
fill
pA
-1
pp}{sqrt
0
m2
DA}{cw
2
p
ix
dv
o
p
1
lcv
r-9.6
2
lt{1
-2
m
mv
180
sc
px
p
mv
s
cm
-1
2
exec}{al
dv
0
gr}{pp}{gs
a}b/PT{8
dp
sm
s{dp
dv
m
HA}{dL
g
mv
dv
rO
dv
dp
x
-.6
sc
py
12
neg
WI
exec
sm
0
neg
-1
b2
np
CA
lp
st
wF
p
mv
n
LB
0
py
1.2
p
5
sc
-9.6
bd
p
neg
at
gr
mv
p
st
e
px
1
OA}{1
e
1986,
lsm
L/gs/gsave
arcn
m
lac
Laser
gs
p
clip}b/Ct{bs
L/xl/translate
aL
cp
lmv
neg}if/py
n
0
p
ex
2
2.25
np
gr
pp
st}b/HA{lW
OB
at
l-8
sl
0
16.8
wy
o
p
1
-1
mv
1
m
px
0
fill
gs
n/ex
py
12
counttomark{bs
lp
90
145
8
3.375
lac
st}{0
ro
sg
n
aR
1
1987,
rnp
bW
wx
Prep
SA
py
-1
ix
gr
0.6
ac
bd
0.3
dv
dp
px
sc
cv
OB/bL
ro
8fill
aL
1
rad
dict
sc
x
end}b/Db{bs{dp
at
0
DA}{dL
0
n
neg
DLB
0
m1
py
-9.6
dp
1.2
eq{DD}{DS}ie
1
x
SA
L/ie/ifelse
gr
0
ey
l1
8
ne{bW
m
py
120
Cambridge
p
mt
bd
px
dp
sc
0
p
-1
put
rot
rO
m
cm
l}for
n/ey
DA}{cw
m
x
m/w
180
p
L/S{sf
e
rad
mv
2
-1
21.6
p
0
0
1
bW
py
CA
lcpt
ac
b1
dv
g
0
chemdict
sm
p
-.6
-1
lt{-1
ac
1.5
tr/dy
0
180
aA
bs
st
x
0
12
2
dp
l0
px
OA}{1
0
a}ie}b/WW{gs
a}ie}b/BW{wD
-8
sc
xl
py
cp
8
dx
p
np
st}{Asc
m}b/dA{[3
dv}{bd}ie
L/ix/index
gr}{gs
e
py
SA
rot
ne{bW
s0
m
py
sc
24.6
0
3
5
1
6
p
Scientific
g
cm
x/dx
180
n/dx
0
360
p
16
-1
lp
m
sc
-1
a
DA}{dL
g
neg
px
0
mv
px
5
sqrt
-1
type[]type
gs
ac
sm
begin/version
4
r5
sl
neg}if/px
-4.8
gs
0
p
arc
x
-1
arc
0
sst
x
12
gi
2
sc
LB
py
1
2.25
mv
e
o
0.6
0
3
rO
0.5
180
dy
st}{0
rst}{Asc
dv/bd
dp
ac
L/l/lineto
al
neg
0
CB
py
lW
25.8
OB
wF
90
1
gs
2
p
gs
S]}b/dL{dA
Computing,
1
w
ac
cw
n/dy
2.2
pp
rsg
eq{DB}{DS}i
16
lrev{neg}if
SA
6
lp
SA
CB
1
2
CA
wD
0.5
e
m
begin
px
1
2
emv
px
-1
-2
rO
o
cv
sg
dv
fill
s
x}if
py
0
p
sc
m
x
DA}{cw
xl}{xl
eq{dp
cW
DA}{2.25
1
0
OA}{1
x
cX
e
begin
sg
np[{py
16
l4
r0
dv
0
-1.6
p
fill
dp
wy
gr
np
setgray
lx
lp
p
cm
L/mt/m
s0
23
0
np
bs
mv
a
ne
fill
l1
arc
rlinet
0
ly
cm
ac
gr
p
0
bW
cp
wx
1
sm
1
pp
27
def/
e
dp
p
0
lo
rO
gr
p
Inc
bs
0
o
cm
sc
-1
px
ac
w
gs
5
g
m
cm
sm
0
g
1
c
a
ls
0
n
p
1

Seis carbonos: Aldohexosas

D-ribosa
CHO

D-arabinosa
CHO

CHO

OH

HO

OH

OH

OH

CH2OH

D-alosa
22/02/15

CHO

OH

HO

OH

HO

HO

OH

OH

OH

OH

OH

OH

CH192837465
CH2OH
2 OH
currentpoint
currentpointCH
192837465
2 OH
currentp
currentpoint 192837465

D-altrosa

D-glucosa

Ms.C. LUIS CHVEZ ABANTO

D-manosa

Monosacridos

Estructura

Aldosas
mv
OA}{1
e
2
d
eg
Ltarcn
rm
}{ex
dict
Laser
m
l.6
8
gs
x
{gs
L/xl/translate
/gs/gsave
p
clip}b/Ct{bs
986,
aL
cp
mv
lneg}if/py
n
0
2
5
p
ex
np
2.25
gr
pp
st}b/HA{lW
OB
at
lsl
0
16.8
wy
o
p
1
m
-1
mv
px
0
fill
gs
n/ex
145
py
12
90
lp
counttomark{bs
8
3.375
ro
st}{0
lac
sg
n
aR
1
1987,
np
rbW
Prep
wx
SA
-1
ix
py
gr
0.6
0.3
ac
bd
dv
px
dp
px
sc
OB/bL
ro
cv
8
fill
dict
aL
1
rad
sc
x
end}b/Db{bs{dp
at
p
DA}{dL
0DLB
n
0
neg
dp
m1
L/ie/ifelse
py
-9.6
eq{DD}{DS}ie
1.2
1
x
SA
0
gr
ey
l8
ne{bW
m
120
py
Cambridge
p
bd
mt
dp
px
sc
0
p
put
rot
m
-1
rO
cm
L/S{sf
l}for
n/ey
x
DA}{cw
m/w
m
180
p
e
rad
mv
-1
2
21.6
p
0
ro
0
bW
py
1
CA
lcpt
ac
g
dv
b1
chemdict
0
sm
-1
-.6
p
lt{-1
1.5
ac
tr/dy
0
180
bs
aA
x
st
0
dp
12
2lpx
OA}{1
0
a}ie}b/WW{gs
a}ie}b/BW{wD
sc
-8
xl
py
m}b/dA{[3
L/ix/index
cp
2.2
dx
np
st}{Asc
p
8
dv}{bd}ie
e
gr}{gs
rot
ne{bW
py
SA
sm
0
sc
py
24.6
DLB
1
3
0
5
6g
Scientific
x/dx
p
180
cm
n/dx
0
360
p
sc
-1
16
m
lp
a
g
DA}{dL
2
neg
lpx
05
px
mv
sqrt
begin/version
gs
-1
type[]type
4
ac
sm
sl
rgs
neg}if/px
-4.8
p
0
arc
-1
xarc
0
sgi
x
12
2
LB
sc
2.25
py
o
e
mv
10
0.6
0.5
3
180
rO
dy
L/l/lineto
rst}{0
dv/bd
dp
al
CB
neg
0
ac
lW
py
S]}b/dL{dA
OB
wF
90
2
25.8
gs
1
pComputing,
1
w
cw
ac
pp
n/dy
2.2
sg
eq{DB}{DS}ie
rrev{neg}if
lSA
16
CB
6
2
lp
1
SA
0.5
CA
wD
m
begin
1
px
e
2
epx
-1
o
-2
dv
fill
rO
sg
cv
x
x}if
s
sc
py
m
xl}{xl
0
p
DA}{cw
eq{dp
cW
1
DA}{2.25
cX
OA}{1
0
xsg
np[{py
begin
erdv
0
16
lL/mt/matrix
gr
fill
wy
p
setgray
dp
-1.6
np
lx
lp
p
23
s
cm
00
np
bs
ne
a
mv
fill
larc
rlineto
cm
1
ly
0
gr
ac
p
0
bW
wx
1
cp
def/b{bind
dp
pp
sm
e
1
27
0
p
o
gr
Inc.
lp
bs
rO
sc}b/Ov{OrA
o
cm
0
-1
px
gs
sm
w
g/wb
5
ac
g
cm
0
mv
16
cY
at
l0
pp}ifelse
n
py
gs
1.6
st
clippath
e
ac
WI
m
2
p
sc
SA
lp
cm
ne{bW
3
p
sm
cp
cm
mt
pp}{2
ne
div
st}{Asc
g
sm
eq{gs
1
mv
m
gr}b/OB{/bS
cm
px
sl
lW
l0
270
p
s27
x
2
L/mv/moveto
OA}{1.5
0
1
fill}b/SA{aF
sm
or{4
ro
st
w
0
1.5
sm
ldup
py
bs
4
st}{px
m
bL
p
e
sm
cp
4.8
0
p
def}bind
p
gr
tr
AA}{1
gi
p
lst
4
2
e
fill
put
rO
st}]e
py
mv
SA
1
dp
bd
l0
fill
wy
2
st
1
lZLB
al
gs
gi
rad
g/bb
dv/bd
25.8
gr
1
1
cp
00
S
ac
rrO
1
DA}{270
gr
4
end
pp
0
px
S
al
0.4
p
a/py
-1
4
SA
lW
cpt
setgray
lt{pp
g
cm
m
w
39
setdash}d/cR
gs
dv
px
-1
ac
np
ap
1
pp
x
cv
o
0
-1
1def/L{load
2
OA}{1
p
sc
dv
x}if
m
gr}b/In{px
r}if
e
wb
0.5
sc
o
3
s
px
L/m/mul
dp
py
sm}b/CB{np[{[{
eq{dL}if
cp
x
mv
-0.4
dv
DT}]o
sc
l8at
g
2
xl
lW
ix
0
rad
wx
round
180
24.6
py
sc
px
st}{1.0
4
pp
1
exec
S}if/lp
ZLB
sg
a
0
Bd
ro}ie}b/AA{n
4
3
1
CA
m/aL
-0.4
g/cX
1
lW
1
a/px
w
cm
-1
ix
0
lp
SA
0
pp
fill
AA}{1
nH
gr}b/wD
0
0
DA}{180
9.6
p
gs
rO
n
xl
ac
2
r-2
gr}ie}b/
L/n/neg
g
OA}{1
6
360
sc
gr
o/cX
current
def}b/d
ap
3
p
xx
o
dx
1
3
12
1
g
ac
dv
4
Ac}{0
px
21.6
-1
lwb
cm
lp
aL
LB
o
gs
s{nH
-1
sg
lexec
w
gi
ne{
arc
d/w
px
e
lt{
-1
p
rpy
x
01
rcX
g
2
5
a
fi
sn
m
1
d
p

155
2850
00 5022
5
9
7
1
2
5898
5473
5920
5044
5441
5874
5030
5458
5858
5034
40
DSt
5442
2460]
4477]
3995]
5038]
3339]
3808]
4611]
4632]
2662]
[1
40
I3155]
20
5898
chemdict
2662
DSt
begin
I SP
5473
2460DSt
DSt[2[3
I 54414428
4477DSt
DSt[3[4I 8282
I 59203962
3995DS
D
7080
/bs[[1
[1
]d
gr
Db
1
[0
end
161
7835
7981
7707
7802
7819
7918
7697
7998
7723
I1
7842
356
7842
2131
4127
3962
4689
3459
4562
4583
3262
2622
99
3095
2790
40
7835
8282
7406
7802
7819
8219
7396
8298
7422
DSt
80
7842
40
2431]
4428]
3962]
4989]
3759]
4562]
4583]
3262]
2622]
[1[2
20
I3095]
7835
chemdict
2431
begin
SP
I 7802

%w
userdict/chemdict
L/gr/grestore
L/tr/transform
xl
lpp
SA
RA}{6
-1
st}b/OrA{py
-8
py
np
gs
fill
e
o
cp
a
wy
dp
0
In
x
5
dp/cY
2
0
cw
py
1
g
bW
-1
dp
p
ChemDraw
CopyRight
sc
8
cm
fill
gr
pA
pp}{sqrt
0
-1
m2
DA}{cw
p
2
dv
o
ix
plr-9.6
1
2
lt{1
-2
mv
m
180
sc
px
p
mv
s
cm
2
-1
exec}{al
dv
0
gr}{pp}{gs
a}b/PT{8
dp
sm
s{dp
dv
m
HA}{dL
g
mv
dv
dv
rO
x
dp
-.6
sc
py
12
neg
WI
exec
sm
0
neg
-1
b2
np
CA
lp
st
wF
p
mv
n
LB
0
py
1.2
p5
sc
-9.6
p
bd
neg
gr
a}{ex
at
mv
p
st
px
e
OA}{1
1
L/gs/gsave
1986,
e
larcn
m
Laser
m
lgs
L/xl/translate
p
clip}b/Ct{bs
aL
mv
cp
lneg}if/py
n
0
5
2
p
ex
np
2.25
gr
pp
OB
st}b/HA{lW
at
lsl
0
16.8
wy
o
p
1
-1
m
mv
px
0
fill
gs
n/ex
py
145
90
counttomark{bs
12
lp
8
3.375
ro
lst}{0
ac
sg
n
aR
1
1987,
np
rbW
Prep
wx
-1
SA
ix
py
gr
0.6
bd
0.3
ac
dv
dp
px
sc
ro
OB/bL
cv
8
fill
aL
dict
1
rad
sc
xend}b/Db{bs{dp
at
p
0
DA}{dL
0
n
DLB
neg
0
dp
m1
py
L/ie/ifelse
-9.6
1.2
eq{DD}{DS}ie
1
x
SA
0
gr
ey
l8
m
ne{bW
120
py
Cambridge
p
bd
mt
px
dp
sc
0
p
put
rot
-1
m
rO
cm
L/S{sf
l}for
n/ey
180
x
m
DA}{cw
m/w
p
e
rad
mv
-1
2
21.6
p
0
ro
0bW
py
1
CA
lcpt
ac
b1
dv
g
chemdict
0
sm
-1
-.6
p
lt{-1
ac
1.5
tr/dy
0
180
aA
bs
x
0
st
dp
2
12
px
lOA}{1
0
a}ie}b/WW{gs
a}ie}b/BW{wD
sc
-8
xl
py
m}b/dA{[3
cp
L/ix/index
dx
2.2
8
st}{Asc
np
p
dv}{bd}ie
egr}{gs
rot
ne{bW
py
s
SA
m
0
py
sc
24.6
0
DLB
3
1
5
6
g
x/dx
Scientific
p
180
cm
n/dx
0
360
p
16
-1
sc
m
a
lp
g
2
DA}{dL
lneg
px
05
mv
px
sqrt
-1
begin/version
gs
4
type[]type
ac
sm
sl
rgs
neg}if/px
-4.8
0
arc
px
-1
arc
0
s
gi
x
12
2
LB
sc
2.25
py
1
e
mv
o0
0.6
0.5
3
180
rO
dy
L/l/lineto
st}{0
rdp
dv/bd
al
0
ac
neg
CB
lW
py
S]}b/dL{dA
OB
90
wF
25.8
gs
1
2
pComputing,
1
cw
w
ac
pp
n/dy
2.2
sg
req{DB}{DS}ie
rev{neg}if
16
lSA
6
CB
2
lp
SA
1
CA
wD
0.5
begin
m
e
1
px
2
epx
-2
o
-1
dv
fill
rO
sg
cv
x}if
x
s
sc
py
m
0
p
xl}{xl
DA}{cw
eq{dp
cW
1
DA}{2.25
cX
x
OA}{1
0begin
sg
e
np[{py
dv
r0
16
lgr
wy
fill
L/mt/matrix
p
dp
-1.6
setgray
np
lx
lp
p
s
cm
23
00
ne
np
bs
a
mv
fill
rlineto
arc
l1
cm
ly
0
ac
gr
0
p
wx
bW
1
cp
def/b{bind
dp
pp
sm
1
e
27
o
p
0
gr
rO
lInc.
p
bs
sc}b/Ov{OrA
o
0
cm
-1
px
gs
sm
w
ac
g/wb
5
cY
mv
cm
0
g
16
at
l0
n
pp}ifelse
py
gs
1.6
st
ac
e
WI
clippath
m
sc
p
2
SA
lp
cm
3
ne{bW
p
cm
cp
sm
mt
ne
pp}{2
st}{Asc
div
gsm
1
mv
m
gr}b/OB{/bS
eq{gs
px
cm
sl
lW
0
l270
p
s27
x
2
OA}{1.5
L/mv/moveto
0
1
fill}b/SA{aF
or{4
sm
ro
0
st
sm
w
0
1.5
ldup
py
bs
4
st}{px
m
p
bL
e
sm
cp
4.8
0
pdef}bind
p
tr
gr
AA}{1
gi
lp
st
st}]e
e
4
2
put
py
rO
fill
mv
SA
bd
1
ldp
0
fill
wy
1
st
l2
ZLB
al
gs
rad
25.8
g/bb
gi
dv/bd
gr
1
0
cp
rac
rO
S
0DA}{
4
gr
1
end
pp
0
px
0.4
S
al
a/py
p
4
SA
-1
lW
cpt
lt{p
set
cm
m
g
39
w
se
gs
px
ac
-1
dv
ap
1
np
p
c
x
0
o
-12
O

Seis carbonos: Aldohexosas

D-xilosa
CHO

CHO

OH

OH

HO

D-lixosa

OH

C H 2OH

D-gulosa
22/02/15

HO

OH

HO

OH

CHO

CHO

OH

HO

HO

OH

HO

HO

HO

OH

currentpoint C192837465
C H OH
H OH
currentp
currentpoint
C H 192837465
OH
currentpoint 192837465
2

D-idosa
D-galactosa
Ms.C. LUIS CHVEZ ABANTO

D-talosa

Monosacridos

Estructura
Aldosas
Cetosas
Estructura cclica

22/02/15

Ms.C. LUIS CHVEZ ABANTO

Monosacridos

Cetosas
Tres carbonos: Cetotriosa
CH2

OH

C O
CH2 OH
Dihidroxiacetona

22/02/15

Ms.C. LUIS CHVEZ ABANTO

Estructura

Monosacridos

Estructura

Cetosas
Cuatro carbonos: Cetotetrosas
CH2 OH

CH2 OH

C O

C O

H C OH

HO C H
CH2 OH

CH2 OH

D-eritrulosa

22/02/15

L-eritrulosa

Ms.C. LUIS CHVEZ ABANTO

Monosacridos

Estructura

Cetosas
Cinco carbonos: Cetopentosas
CH2OH

CH2OH

C O

C O

H C OH

22/02/15

HO C H

H C OH

H C OH

CH2OH

CH2OH

D-ribulosa

D-xilulosa

Ms.C. LUIS CHVEZ ABANTO

Monosacridos

Estructura

Cetosas
Cinco carbonos: Cetopentosas
CH2OH

CH2OH

CH2OH

CH2OH

C O

C O

C O

C O

H C OH

HO C H

H C OH

H C OH

H C OH

H C OH

H C OH

H C OH

H C OH

CH2OH

CH2OH

CH2OH

CH2OH

D-psicosa
22/02/15

D-fructosa

D-ribulosa

HO C H

HO C H

D-Sorbosa

Ms.C. LUIS CHVEZ ABANTO

HO C H

D-tagatosa

D-xilulosa

Monosacridos

Estructura
Aldosas
Cetosas
Estructura cclica

22/02/15

Ms.C. LUIS CHVEZ ABANTO

Monosacridos

Estructura

Estructura cclica
H

OH

R OH

H C OR

Aldehido

Alcohol

OH

R OH

R
Cetona
22/02/15

Hemiacetal

C OR
R

Alcohol
Ms.C. LUIS CHVEZ ABANTO

Hemicetal

Monosacridos

Estructura

Estructura cclica
HO C H
H C OH
HO C H

H
C

H C OH
HO C H

H C OH

H C OH

H C

H C OH

CH2OH

CH2OH

-D-glucopiranosa

D-glucosa

H C OH
H C OH

HO C H
H C OH
H C
CH2OH

-D-glucopiranosa

Anillo de 6 miembros
22/02/15

Como el del pirano

piranosas
Ms.C. LUIS CHVEZ ABANTO

Monosacridos

Estructura

Estructura cclica
HO C CH2OH
HO C H

H C OH

HOCH2
C

HO C H
H C OH

H C

H C OH

CH 2OH

CH2OH

-D-fructofuranosa

D-fructosa

HOCH 2

C OH

HO C H

H C OH
H C
CH2OH

-D-fructofuranosa

Anillo de 5 miembros
22/02/15

Como el del furano

furanosas
Ms.C. LUIS CHVEZ ABANTO

Monosacridos

Estructura

Estructura cclica
CH 2OH

HO C H
H C OH
HO C H

H H
HO

H C OH
H C

OH

OH

H H

OH

CH2OH

Estructura en proyeccin de
Fischer

22/02/15

Estructura en proyeccin de
Haworth

Ms.C. LUIS CHVEZ ABANTO

Monosacridos

Estructura

Estructura cclica
CH 2OH

HO C H
H C OH
HO C H

HO

H C OH
HOCH2

H H

OH

OH

H H

OH

Estructura en proyeccin de
Fischer

Estructura en proyeccin de
Haworth

Una permutacin
Inversin en C5
22/02/15

Ms.C. LUIS CHVEZ ABANTO

Monosacridos

Estructura

Estructura cclica
CH 2OH

HO C H

O
H H

H C OH
HO C H

H C OH
HOCH2

HO

C H

Estructura en proyeccin de
Fischer

OH

H H

OH

Estructura en proyeccin de
Haworth

Dos permutaciones
Igual configuracin
22/02/15

OH

Ms.C. LUIS CHVEZ ABANTO

Monosacridos

Estructura

Estructura cclica
CH 2OH

HO C H

O
H H

H C OH
HO C H

H C OH
HOCH2

HO

C H

Estructura en proyeccin de
Fischer

OH

OH

H H

OH

Estructura en proyeccin de
Haworth

Los sustituyentes a la izquierda en Fischer

estn hacia arriba en Hawort
22/02/15

Ms.C. LUIS CHVEZ ABANTO

Monosacridos

Estructura

Estructura cclica
CH 2OH

HO

O
H H
HO

OH
H

OH

O
HO

H H

HO

OH

OH

Estructura en proyeccin de
Haworth

22/02/15

CH2OH

Conformacin silla

Ms.C. LUIS CHVEZ ABANTO

Monosacridos

Estructura

Estructura cclica
C4

CH 2OH

HO

O
H H
HO

OH
H

OH

O
H H

HO
HO

OH

OH

C1

Estructura en proyeccin de
Haworth

22/02/15

CH2OH

Conformacin silla
C41 o tambin C1

Ms.C. LUIS CHVEZ ABANTO

Monosacridos

Estructura

Estructura cclica
C1

C4
HO

OH
CH2OH

CH2OH

OH O

C4

O
HO
HO

OH

C1
C41 o tambin C1

OH
OH

C14 o tambin 1C

Casi todas las D-piranosas tienen la conformacin C41

y casi todas las L-piranosas tienen la conformacin C14
(Reeves
- 1950)
22/02/15
Ms.C.
LUIS CHVEZ
ABANTO

Monosacridos
Estructura
Reacciones y derivados
Aislamiento y anlisis
22/02/15

Ms.C. LUIS CHVEZ ABANTO