Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C3H7NO2 |
| Molecular Weight | 89.0932 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 1 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
C[C@@H](N)C(O)=O
InChI
InChIKey=QNAYBMKLOCPYGJ-UWTATZPHSA-N
InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/t2-/m1/s1
D-alanine is an isomer of non-essential L-amino acid. D isomer is found in the cell walls of bacteria, but not in bacterial proteins. It was discovered, that being an endogenous agonist of the glycine site of the N-methyl-d-aspartate (NMDA) receptor, D-alanine can have beneficial effects on schizophrenia.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Resistance to D-cycloserine in the tubercle bacilli: mutation rate and transport of alanine in parental cells and drug-resistant mutants. | 1971 May |
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| The genome of Mycobacterium leprae: a minimal mycobacterial gene set. | 2001 |
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| Sequencing of the ddl gene and modeling of the mutated D-alanine:D-alanine ligase in glycopeptide-dependent strains of Enterococcus faecium. | 2001 Apr |
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| Rapid identification of Enterococcus durans and Enterococcus hirae by PCR with primers targeted to the ddl genes. | 2001 Oct |
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| First characterization of a cluster of VanA-type glycopeptide-resistant Enterococcus faecium, Colombia. | 2002 Sep |
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| Nosocomial infection with vancomycin-dependent enterococci. | 2004 Jul |
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| Phylogenomics of the reproductive parasite Wolbachia pipientis wMel: a streamlined genome overrun by mobile genetic elements. | 2004 Mar |
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| Crystallization and preliminary crystallographic analysis of D-alanine-D-alanine ligase from Streptococcus mutans. | 2007 Sep 1 |
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| A review of telavancin in the treatment of complicated skin and skin structure infections (cSSSI). | 2008 Feb |
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| D-Alanine:D-alanine ligase as a new target for the flavonoids quercetin and apigenin. | 2008 Nov |
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| Comparative genomic analyses of nickel, cobalt and vitamin B12 utilization. | 2009 Feb 10 |
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| Mutation in a D-alanine-D-alanine ligase of Azospirillum brasilense Cd results in an overproduction of exopolysaccharides and a decreased tolerance to saline stress. | 2009 Jan |
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| Genome subtraction for novel target definition in Salmonella typhi. | 2009 Oct 11 |
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| Molecular characterization of glycopeptide-resistant enterococci from hospitals of the picardy region (france). | 2010 |
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| Selenocysteine, pyrrolysine, and the unique energy metabolism of methanogenic archaea. | 2010 Aug 17 |
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| Aza-1,2,3-triazole-3-alanine synthesis via copper-catalyzed 1,3-dipolar cycloaddition on aza-progargylglycine. | 2010 Aug 6 |
|
| Proteomic characterization of vanA-containing Enterococcus recovered from Seagulls at the Berlengas Natural Reserve, W Portugal. | 2010 Sep 21 |
Sample Use Guides
It was studied the effect of D-alanine (10 mM), D-leucine (10 mM), D-methionine (10 mM), D-tryptophan (10 mM), and D-tyrosine (10 uM and 1 mM) on biofilm formation in two commonly studied laboratory strains of P. aeruginosa: PAO1 and PA14. In strains PAO1 and PA14, the addition of D-amino acids did not result in an inhibitory effect on biofilm growth in 24-well plates. Repeating the study in 96-well plates confirmed the findings that D-amino acids do not inhibit biofilm formation of P. aeruginosa. It was concluded that D-amino acids only slow the production of biofilms rather than completely prevent biofilm formation.
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DTXSID3045649
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29949
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E3UDS4613U
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71080
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15570
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DB01786
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206-418-1
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m1467
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57416
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158286
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338-69-2
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SUBSTANCE RECORD
