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Key Documents

A4910

Sigma-Aldrich

DL-2-Amino-3-phosphonopropionic acid

Synonym(s):

3-Phosphono-DL-alanine, AP-3

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About This Item

Empirical Formula (Hill Notation):
C3H8NO5P
CAS Number:
Molecular Weight:
169.07
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.32

form

powder

mp

227-229 °C (lit.)

SMILES string

NC(CP(O)(O)=O)C(O)=O

InChI

1S/C3H8NO5P/c4-2(3(5)6)1-10(7,8)9/h2H,1,4H2,(H,5,6)(H2,7,8,9)

InChI key

LBTABPSJONFLPO-UHFFFAOYSA-N

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Biochem/physiol Actions

Potent metabotropic glutamate receptor antagonist.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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The intraventricular administrations of L-glutamate or trans-1-amino-1,3-cyclopentanedicarboxylic acid (t-ACPD), which is an agonist for the metabotropic glutamate receptor, induced conformational changes of the smooth endoplasmic reticulum (SER) to form lamellar bodies, consisting of stacks of flattened cisterns in Purkinje cell
Tao Wang et al.
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The αvβ3 integrin is involved in various physiologic and pathologic processes such as wound healing, angiogenesis, tumor growth, and metastasis. The impact of αvβ3 integrin on the radiosensitivity of prostate cancer cells and the molecular mechanism controlling cell survival in
K E Vogt et al.
Proceedings of the National Academy of Sciences of the United States of America, 96(3), 1118-1122 (1999-02-03)
Mossy fiber synapses form the major excitatory input into the autoassociative network of pyramidal cells in the CA3 area of the hippocampus. Here we demonstrate that at the mossy fiber synapses, glutamate and gamma-aminobutyric acid (GABA) act as autaptic and
G Pellegri et al.
The European journal of neuroscience, 10(1), 272-280 (1998-09-30)
In view of the neurotrophic effect of vasoactive intestinal peptide (VIP), the regulation of brain-derived neurotrophic factor (BDNF) expression by VIP and the related peptide pituitary adenylate cyclase-activating polypeptide (PACAP) was analysed by Northern blot in primary cultures of cortical

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