Skip to Content
Merck
CN
All Photos(2)

Documents

A4910

Sigma-Aldrich

DL-2-Amino-3-phosphonopropionic acid

Sign Into View Organizational & Contract Pricing
All Photos(2)
Synonym(s):
3-Phosphono-DL-alanine, AP-3
Empirical Formula (Hill Notation):
C3H8NO5P
CAS Number:
20263-06-3
Molecular Weight:
169.07
MDL number:
MFCD00014350
UNSPSC Code:
12352106
PubChem Substance ID:
24277949
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

Gene Information

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

Looking for similar products? Visit Product Comparison Guide

Biochem/physiol Actions

Potent metabotropic glutamate receptor antagonist.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
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
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
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
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service