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A4910

Sigma-Aldrich

DL-2-Amino-3-phosphonopropionic acid

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Synonym(s):
3-Phosphono-DL-alanine, AP-3
Empirical Formula (Hill Notation):
C3H8NO5P
CAS Number:
Molecular Weight:
169.07
MDL number:
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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1 of 4

This Item
SML0568A154T9299
vibrant-m

SML0568

3-AP

vibrant-m

T9299

β-(1,2,4-Triazol-3-yl)-DL-alanine

mp

227-229 °C (lit.)

mp

-

mp

-

mp

-

Gene Information

human ... GRM1(2911), GRM2(2912), GRM3(2913), GRM4(2914), GRM5(2915), GRM6(2916), GRM7(2917), GRM8(2918)

Gene Information

-

Gene Information

-

Gene Information

-

Biochem/physiol Actions

Potent metabotropic glutamate receptor antagonist.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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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
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
Tao Wang et al.
Molecular cancer research : MCR, 17(2), 398-408 (2018-09-30)
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
Carlos Tejeda-Guzmán et al.
The Journal of experimental biology, 221(Pt 6) (2018-01-26)
Membrane transporters and sequestration mechanisms concentrate metal ions differentially into discrete subcellular microenvironments for use in protein cofactors, signalling, storage or excretion. Here we identify zinc storage granules as the insect's major zinc reservoir in principal Malpighian tubule epithelial cells
Akari Takai et al.
International journal of molecular sciences, 21(17) (2020-09-10)
Developmental and epileptic encephalopathies (DEEs) are the spectrum of severe epilepsies characterized by early-onset, refractory seizures occurring in the context of developmental regression or plateauing. Early infantile epileptic encephalopathy (EIEE) is one of the earliest forms of DEE, manifesting as

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