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S7129

Sigma-Aldrich

O-Succinyl-L-homoserine

≥98.0% (TLC), suitable for ligand binding assays

Synonym(s):

L-Homoserine 4-(hydrogen butanedioate)

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About This Item

Empirical Formula (Hill Notation):
C8H13NO6
CAS Number:
Molecular Weight:
219.19
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26

product name

O-Succinyl-L-homoserine,

Assay

≥98.0% (TLC)

form

powder

technique(s)

ligand binding assay: suitable

color

white

storage temp.

−20°C

SMILES string

N[C@@H](CCOC(=O)CCC(O)=O)C(O)=O

InChI

1S/C8H13NO6/c9-5(8(13)14)3-4-15-7(12)2-1-6(10)11/h5H,1-4,9H2,(H,10,11)(H,13,14)/t5-/m0/s1

InChI key

GNISQJGXJIDKDJ-YFKPBYRVSA-N

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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B Ono et al.
Journal of bacteriology, 174(10), 3339-3347 (1992-05-01)
A DNA fragment containing the Saccharomyces cerevisiae CYS3 (CYI1) gene was cloned. The clone had a single open reading frame of 1,182 bp (394 amino acid residues). By comparison of the deduced amino acid sequence with the N-terminal amino acid
P Brzović et al.
Biochemistry, 29(2), 442-451 (1990-01-16)
Cystathionine gamma-synthase catalyzes a pyridoxal phosphate dependent synthesis of cystathionine from O-succinyl-L-homoserine (OSHS) and L-cysteine via a gamma-replacement reaction. In the absence of L-cysteine, OSHS undergoes an enzyme-catalyzed, gamma-elimination reaction to form succinate, alpha-ketobutyrate, and ammonia. Since elimination of the
M Simon et al.
Journal of bacteriology, 153(1), 558-561 (1983-01-01)
Mutations were found which enable Escherichia coli K-12 to form homocysteine in the absence of cystathionase. The formation of homocysteine in the mutant strains required cystathionine gamma-synthetase, the metB gene product, but bypassed the normal intermediate cystathionine. It is concluded
Stefan Irmler et al.
Applied and environmental microbiology, 74(1), 99-106 (2007-11-13)
Volatile sulfur compounds are key flavor compounds in several cheese types. To better understand the metabolism of sulfur-containing amino acids, which certainly plays a key role in the release of volatile sulfur compounds, we searched the genome database of Lactobacillus
P Vermeij et al.
Journal of bacteriology, 181(18), 5833-5837 (1999-09-11)
Cysteine and methionine biosynthesis was studied in Pseudomonas putida S-313 and Pseudomonas aeruginosa PAO1. Both these organisms used direct sulfhydrylation of O-succinylhomoserine for the synthesis of methionine but also contained substantial levels of O-acetylserine sulfhydrylase (cysteine synthase) activity. The enzymes

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