97-67-6 | L-(-)-Malic acid

Packsize	Purity	Availability	Price	Discounted Price
25g	98%	in stock	$6.00	$4.00
100g	98%	in stock	$7.00	$5.00
500g	98%	in stock	$27.00	$19.00

Description

• Catalog Number: AB74993
• Chemical Name: L-(-)-Malic acid
• CAS Number: 97-67-6
• Molecular Formula: C4H6O5
• Molecular Weight: 134.0874
• MDL Number: MFCD00064213
• SMILES: OC(=O)C[C@@H](C(=O)O)O
• NSC Number: 9232

Computed Properties

• Complexity: 129
• Covalently-Bonded Unit Count: 1
• Defined Atom Stereocenter Count: 1
• Heavy Atom Count: 9
• Hydrogen Bond Acceptor Count: 5
• Hydrogen Bond Donor Count: 3
• Rotatable Bond Count: 3
• XLogP3: -1.3

Literature

• 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