Serine hydroxamate
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Basic information
- CAS
4370-83-6- Standard SMILES
NC(CO)C(=O)NO- InChIKey
LELJBJGDDGUFRP-UHFFFAOYSA-N- Molecular formula
- C3H8N2O3
- Average molar mass
- 120.11 g/mol
- Monoisotopic mass
- 120.05349212
Overview
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.
Names & identifiers
- Preferred name
- Serine hydroxamate
- IUPAC
- 2-amino-N,3-dihydroxypropanamide
- English name
- AMINO ACID HYDROXAMATES DL-SERINE HYDROXAMATE
- Molecular formula
- C3H8N2O3
- Molecular weight
- 120.11
Names & synonyms
Serine hydroxamateCHEBI:75494RefChem:93163131697-35-5DL-Serine hydroxamate55779-32-32-Amino-N,3-dihydroxypropanamideN-hydroxyserinamide4370-83-6Propanamide, 2-amino-N,3-dihydroxy-dl-serine hydroxa-mate(+-)-serine hydroxamate
Show more names
SHXDL-SERINE HYDROXAMATE, SERYL-TRNA SY(Z)-2-aMino-N,3-dihydroxypropaniMidic acidAMINO ACID HYDROXAMATES DL-SERINE HYDROXAMATErac-(R*)-2-Amino-3-hydroxypropanehydroxamic acidDL-Serine hydroxaMate seryl-tRNA synthetase inhibitor
AMINOACIDHYDROXAMATESDL-SERINEHYDROXAMATECHEMBL568191SCHEMBL2484491DTXSID301301599NSC517349AKOS006375343NSC 517349NSC-517349
Database identifiers
- CAS
4370-83-6、55779-32-3- PubChem CID
- 101173
- DTXSID
DTXSID301301599- ChEMBL
CHEMBL568191- ChEBI
CHEBI:75494- Nikkaji
- J1.785.991I
Properties
Computed structural propertiesFilling in
- XLogP
- -2.5
- Topological polar surface area
- 95.6 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 2
- Heavy atoms
- 8
- Formal charge
- 0
- Complexity
- 84.6
Physicochemical properties
- storage temp.
- -20 °C · -20°C
- form
- Solid
- color
- White to off-white
- UNSPSC Code
- 12352209 · 12352209
- NACRES
- 26 · NA.26
- WGK Germany
- 3 · 3
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- 3
Chemistry & industry
Applications
UsesSerine 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.
Additional notes
DefinitionChEBI: 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.
Related reactions
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Compound notes
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