M6001
α-Methyl-DL-aspartic acid
Synonym(s):
2-Amino-2-methylsuccinic acid
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About This Item
Empirical Formula (Hill Notation):
C5H9NO4
CAS Number:
Molecular Weight:
147.13
NACRES:
NA.26
PubChem Substance ID:
UNSPSC Code:
12352209
MDL number:
InChI
1S/C5H9NO4/c1-5(6,4(9)10)2-3(7)8/h2,6H2,1H3,(H,7,8)(H,9,10)
SMILES string
CC(N)(CC(O)=O)C(O)=O
InChI key
CWAYDJFPMMUKOI-UHFFFAOYSA-N
assay
≥98% (TLC)
form
powder
color
white
Biochem/physiol Actions
α-methyl-dl-aspartic acid is an iinhibitor of endothelial NO and l-citrulline production.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Harm Maarsingh et al.
European journal of pharmacology, 546(1-3), 171-176 (2006-08-22)
Nitric oxide synthase (NOS) converts L-arginine into nitric oxide (NO) and L-citrulline. In NO-producing cells, L-citrulline can be recycled to L-arginine in a two-step reaction involving argininosuccinate synthase (ASS) and -lyase (ASL). In guinea pig trachea, L-arginine is a limiting
Xuejun Zhu et al.
Physical review letters, 108(12), 128101-128101 (2012-05-01)
We study Escherichia coli chemotaxis behavior in environments with spatially and temporally varying attractant sources by developing a unique microfluidic system. Our measurements reveal a frequency-dependent chemotaxis behavior. At low frequency, the E. coli population oscillates in synchrony with the attractant.
S M Block et al.
Journal of bacteriology, 154(1), 312-323 (1983-04-01)
Cells of Escherichia coli, tethered to glass by a single flagellum, were subjected to constant flow of a medium containing the attractant alpha-methyl-DL-aspartate. The concentration of this chemical was varied with a programmable mixing apparatus over a range spanning the
Brenda R Flam et al.
Nitric oxide : biology and chemistry, 17(3-4), 115-121 (2007-09-18)
Nitric oxide (NO) is an important vasorelaxant produced along with L-citrulline from L-arginine in a reaction catalyzed by endothelial nitric oxide synthase (eNOS). Previous studies suggested that the recycling of L-citrulline to L-arginine is essential for NO production in endothelial
G Keilhoff et al.
Nitric oxide : biology and chemistry, 4(4), 343-353 (2000-08-17)
Nitric oxide (NO), a biomolecule with major cytotoxic potency, is generated by NO synthases (NOS) utilizing l-arginine as substrate and citrulline is formed as a "side product." In brain tissue, citrulline is considered to be produced exclusively by NOS, due
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