o o o h2n ch c n ch c o p o 2 o c n nh2 · h 2 n ch c n ch c o p o o o o ch 2 h ch 2 oh c nh 2 o h...

H2N CH C N CH C O P O

OOO

OHCH2HCH2

C

NH2

O

H

N

N

OOH

OH

OH

HO

CH2O

HO OH

OCH2OPO

O

OH

OPO

O

OH OH

O

P O CH

CH2

CH2

O C

O

CH2CH3

S C CH3

O

CHEMISTRY 365 BIOCHEMISTRYFUNCTIONAL GROUP PRACTICE

acyl phosphate linkage

imidazole ring

amide linkage

amino group

amide group

phosphoester linkage

hydroxyl groups

acetal linkage

hemiacetal

furanose ring

pyranose ring

phosphoanhydride linkage

phosphoester linkage

ester linkage

thioester linkage

phosphate

phosphate

phosphate

NCH2

CH2R

RCH2 R

H+ OH-

CH2S - H3O++

N

N

H

H

OH-+

P

O

O

O

O CH2 R + H3O+

+ H2O

CH2

COCH2

RR

H

O CH2 R

a)

b)

c)

d)

e)

f)

g)

h)

i)

j)

CH2

COCH2

RR

H

OH

R CH2 C

O

N CH2 R

H

+ H2O

R CH2 C

O

O CH2 R + H2O

P

O

O

O

O CH2 RH + H2O

R CH2 CO

S CH2 R + H2O

k)

l)

m)

P

O

O

OO

HRR

CH2 OC

CH2

+ H2O

R CH2 C

O

O P

O

O

O

CH2 R + H2O

amino acids

p)

q)

r)

s)

t)

u)

n) nucleotides (nucleosides and phosphates)or

o) phosphates or (phosphate and phosphoester)

R CH2 C

O

N CH2 R

H

and phosphate

P

O

O

O

O CH2 RH and phosphate

R CH2 CO

S CH2 R and phosphate

R CH2 C

OH

CH2 R

SCH2R

C

O

OHCH2CHCH2CH3

OH

C

O

OHCHCHCH2CH3 + H2O

v)

w)

x)

y)

z)

C

O

OHCH2CH2CH2CH3

R CH2 C CH2 C

O O

OH

C

O

OHCH2CHCH2CH3

OH

R CH2 N CH CH2 R

R CH2 C

O

O H