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55779-32-3

55779-32-3 Structure

55779-32-3 Structure
IdentificationBack Directory
[Name]

AMINO ACID HYDROXAMATES DL-SERINE HYDROXAMATE
[CAS]

55779-32-3
[Synonyms]

SHX
dl-serine hydroxamate
Propanamide, 2-amino-N,3-dihydroxy-
DL-SERINE HYDROXAMATE, SERYL-TRNA SY
(Z)-2-aMino-N,3-dihydroxypropaniMidic acid
AMINO ACID HYDROXAMATES DL-SERINE HYDROXAMATE
rac-(R*)-2-Amino-3-hydroxypropanehydroxamic acid
DL-Serine hydroxaMate seryl-tRNA synthetase inhibitor
[Molecular Formula]

C3H8N2O3
[MDL Number]

MFCD00055712
[MOL File]

55779-32-3.mol
[Molecular Weight]

120.11
Chemical PropertiesBack Directory
[storage temp. ]

-20°C
[form ]

Solid
[color ]

White to off-white
Safety DataBack Directory
[WGK Germany ]

3
Hazard InformationBack Directory
[Uses]

Serine has been used as an inhibitor of seryl-tRNA synthetase. DL-Serine hydroxamate is used to induce metabolic synthesis of guanosine 3′-diphosphate 5′-diphosphate (ppGpp) in E. coli by amino acid starvation. It is also used to synchronize cell cycle in E. coli cultures by inhibition of tRNA charging.
[Definition]

ChEBI: Serine hydroxamate is a hydroxamic acid obtained by formal condensation of the carboxy group of serine with the amino group of hydroxylamine. It has a role as an EC 6.1.1.11 (serine--tRNA ligase) inhibitor. It is a hydroxamic acid and a serine derivative.
[Biochem/physiol Actions]

Serine is involved in the one-carbon unit metabolism. It is associated with the biosynthesis of cysteine, ceramide, phosphatidylserine, purine and pyrimidine. In bacteria, it participates in tryptophan synthesis. Gluconeogenesis, one of the important biochemical processes, involves serine, particularly in ruminants. Protein phosphorylation is one such event that utilizes serine. Glycine, a metabolic product of serine, serves as an antioxidant and a neurotransmitter. D-serine is known to activate the N-methyl-D-aspartate (NMDA) receptors of the brain. Serine hydroxamate, a structural analogue of serine prevents seryl-tRNA (transfer ribonucleic acid) charging and thereby decreases phospholipid and nucleic acid synthesis in Escherichia coli.
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