N-Acetyl-DL-aspartic acid
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N-Acetyl-DL-aspartic acid

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Category
β−Amino acids
Catalog number
BAT-007715
CAS number
2545-40-6
Molecular Formula
C6H9NO5
Molecular Weight
175.14
N-Acetyl-DL-aspartic acid
IUPAC Name
2-acetamidobutanedioic acid
Synonyms
Ac-DL-Asp-OH; 2-Acetamidosuccinic acid; DL-Aspartic acid, N-acetyl-l; Aspartic acid, N-acetyl (R,S); 2-acetamidosuccinate; Ac-Asp; (R)-2-Acetamidosuccinic acid
Related CAS
997-55-7 (L-isomer)
Appearance
White powder
Purity
≥ 99% (TLC)
Density
1.422±0.06 g/cm3 (Predicted)
Melting Point
128-132 °C
Boiling Point
425.3±35.0 °C (Predicted)
Storage
Store at 2-8 °C
InChI
InChI=1S/C6H9NO5/c1-3(8)7-4(6(11)12)2-5(9)10/h4H,2H2,1H3,(H,7,8)(H,9,10)(H,11,12)
InChI Key
OTCCIMWXFLJLIA-UHFFFAOYSA-N
Canonical SMILES
CC(=O)NC(CC(=O)O)C(=O)O
1.Endothelin ETA and ETB receptors in subarachnoid hemorrhage-induced cerebral vasospasm.
Zuccarello M1, Lewis AI, Rapoport RM. Eur J Pharmacol. 1994 Jun 23;259(1):R1-2.
The relative roles of endothelin ETA and ETB receptor activation in cerebral vasospasm following subarachnoid hemorrhage were investigated in the rabbit. The endothelin ETA receptor antagonist, BQ610 (1 microM; homopiperidinyl-CO-Leu-D-Trp(CHO)-D-Trp-OH), and the endothelin ETA/ETB receptor antagonist, PD145065 (1 microM; Ac-D-Bhg-L-Leu-L-Asp-L-Ile-L-Ile-L-Trp), relaxed the vasospastic basilar artery in situ by 45% and 87%, respectively. These results suggest that subarachnoid hemorrhage-induced vasospasm of the rabbit basilar artery is due to activation of both endothelin ETA and ETB receptors.
2.Structure and characterization of isopyoverdin from Pseudomonas putida BTP1 and its relation to the biogenetic pathway leading to pyoverdins.
Jacques P1, Ongena M, Gwose I, Seinsche D, Schröder H, Delfosse P, Thonart P, Taraz K, Budzikiewicz H. Z Naturforsch C. 1995 Sep-Oct;50(9-10):622-9.
Pyoverdin type siderophores produced by six fluorescent Pseudomonas strains isolated from different rhizospheres were purified and characterized. The purified ferri-pyoverdins were tested for their ability to promote the growth of other strains grown under iron deficiency conditions. Only the one obtained from Pseudomonas putida BTP1 did not act as a growth promoter. The structure of the BTP1 siderophore was elucidated by spectroscopic methods and degradation studies. It turned out that it contains a chromophore which differs from the one typical for pyoverdins insofar as it carries the carboxyl group in 3- rather than in 1-position ((3S)-5-amino-1,2-dihydro-8,9-dihydroxy-3H-pyrimido[1,2a]quinoline-3- carboxylic acid). The amino group of the chromophore is substituted with the 5-carboxyl group of L-glutamic acid and its carboxyl group with the N-terminus of the peptide L-Asp-L-Ala-L-Asp-D-N5-Ac-N5-OH-Orn-L-Ser-L-c-N5-OH-Orn. This isopyoverdin fits into the biogenetic scheme which postulates ferribactins as the precursors of pyoverdins.
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