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97-67-6 | (S)-2-hydroxysuccinic acid
CAS No: 97-67-6 Catalog No: AG003R6H MDL No:MFCD00064213
Product Description
Catalog Number:
AG003R6H
Chemical Name:
(S)-2-hydroxysuccinic acid
CAS Number:
97-67-6
Molecular Formula:
C4H6O5
Molecular Weight:
134.0874
MDL Number:
MFCD00064213
IUPAC Name:
(2S)-2-hydroxybutanedioic acid
InChI:
InChI=1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)/t2-/m0/s1
InChI Key:
BJEPYKJPYRNKOW-REOHCLBHSA-N
SMILES:
OC(=O)C[C@@H](C(=O)O)O
EC Number:
202-601-5
UNII:
J3TZF807X5
NSC Number:
9232
FEMA Number:
2655
Properties
Complexity:
129
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
1
Defined Bond Stereocenter Count:
0
Exact Mass:
134.022g/mol
Formal Charge:
0
Heavy Atom Count:
9
Hydrogen Bond Acceptor Count:
5
Hydrogen Bond Donor Count:
3
Isotope Atom Count:
0
Molecular Weight:
134.087g/mol
Monoisotopic Mass:
134.022g/mol
Rotatable Bond Count:
3
Topological Polar Surface Area:
94.8A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-1.3
Literature
| Title | Journal |
|---|---|
| Structural framework for covalent inhibition of Clostridium botulinum neurotoxin A by targeting Cys165. | The Journal of biological chemistry 20120928 |
| Activity-guided discovery of (S)-malic acid 1'-O-β-gentiobioside as an angiotensin I-converting enzyme inhibitor in lettuce (Lactuca sativa). | Journal of agricultural and food chemistry 20120725 |
| Asymmetric hydrovinylation of vinylindoles. A facile route to cyclopenta[g]indole natural products (+)-cis-trikentrin A and (+)-cis-trikentrin B. | Journal of the American Chemical Society 20120328 |
| Salmonella enterica: a surprisingly well-adapted intracellular lifestyle. | Frontiers in microbiology 20120101 |
| Fumarate hydratase isoforms of Leishmania major: subcellular localization, structural and kinetic properties. | International journal of biological macromolecules 20120101 |
| Nutritional programming in the rat is linked to long-lasting changes in nutrient sensing and energy homeostasis in the hypothalamus. | PloS one 20100101 |
| Refolding, characterization and crystal structure of (S)-malate dehydrogenase from the hyperthermophilic archaeon Aeropyrum pernix. | Biochimica et biophysica acta 20091001 |
| Bacillithiol is an antioxidant thiol produced in Bacilli. | Nature chemical biology 20090901 |
| Absolute metabolite concentrations and implied enzyme active site occupancy in Escherichia coli. | Nature chemical biology 20090801 |
| Brucella microti: the genome sequence of an emerging pathogen. | BMC genomics 20090101 |
| Proteome analysis of Aspergillus niger: lactate added in starch-containing medium can increase production of the mycotoxin fumonisin B2 by modifying acetyl-CoA metabolism. | BMC microbiology 20090101 |
| A simple helical macrocyclic polyazapyridinophane as a stereoselective receptor of biologically important dicarboxylates under physiological conditions. | The Journal of organic chemistry 20080118 |
| The first synthesis of the ABC-ring system of 'upenamide. | Organic letters 20070927 |
| Discovery of a natural thiamine adenine nucleotide. | Nature chemical biology 20070401 |
| Quantifying the metabolic capabilities of engineered Zymomonas mobilis using linear programming analysis. | Microbial cell factories 20070101 |
| Production of L-carnitine by secondary metabolism of bacteria. | Microbial cell factories 20070101 |
| Quantitative studies, taste reconstitution, and omission experiments on the key taste compounds in morel mushrooms (Morchella deliciosa Fr.). | Journal of agricultural and food chemistry 20060405 |
| GEM System: automatic prototyping of cell-wide metabolic pathway models from genomes. | BMC bioinformatics 20060101 |
| Activity-guided identification of (S)-malic acid 1-O-D-glucopyranoside (morelid) and gamma-aminobutyric acid as contributors to umami taste and mouth-drying oral sensation of morel mushrooms (Morchella deliciosa Fr.). | Journal of agricultural and food chemistry 20050518 |
| Synthesis and stereochemistry of musacins isolated from Streptomyces griseoviridis(FH-S 1832). | Organic & biomolecular chemistry 20050121 |
| Synthesis of optically active constrained 2-substituted norstatines: a straightforward application of Seebach's 'SRS' synthetic principle. | The Journal of organic chemistry 20041224 |
| Stereoselective synthesis and structure of butalactin and lactone II isolated from Streptomyces species. | Organic & biomolecular chemistry 20041007 |
| A concise asymmetric synthesis of (2S,3S,7S)-3,7-dimethylpentadecan-2-yl Acetate and propionate, the sex pheromones of pine sawflies. | The Journal of organic chemistry 20040528 |
| Peroxomolybdate(VI)-citrate and -malate complex interconversions by pH-dependence. Synthetic, structural and spectroscopic studies. | Dalton transactions (Cambridge, England : 2003) 20040507 |
| Concise formal synthesis of (-)-peduncularine via ring-closing metathesis. | Organic letters 20030918 |
| A stereoselective and short total synthesis of the polyhydroxylated gamma-amino acid (-)-detoxinine, based on stereoselective preparation of dihydropyrrole derivatives from lithiated alkoxyallenes. | Chemistry (Weinheim an der Bergstrasse, Germany) 20030317 |
| X-ray crystallographic and kinetic correlation of a clinically observed human fumarase mutation. | Protein science : a publication of the Protein Society 20020601 |
| Chiral versus racemic building blocks in supramolecular chemistry: malate salts of organic diamines. | Acta crystallographica. Section B, Structural science 20020601 |
| A new approach for asymmetric synthesis of (R)-3-methylpyrrolidine alkaloids from (S)-malic acid. | Natural product letters 20020201 |
| RIO: analyzing proteomes by automated phylogenomics using resampled inference of orthologs. | BMC bioinformatics 20020101 |
| Synthesis and absolute configuration of lactone II isolated from Streptomyces sp. Go 40/10. | Chemical communications (Cambridge, England) 20010921 |
| Enantiospecific synthesis of the (9S,18R)-diastereomer of the leukocyte adhesion inhibitor cyclamenol A. | Chemistry (Weinheim an der Bergstrasse, Germany) 20010803 |
| Total synthesis of the marine alkaloids (-)-lepadins a, b, and c based on stereocontrolled intramolecular acylnitroso-Diels-Alder reaction. | The Journal of organic chemistry 20010518 |
| Total synthesis of (-)-rosmarinecine by intramolecular cycloaddition of (S)-malic acid derived pyrroline N-oxide. | Organic letters 20010503 |
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