Skip to Content
MilliporeSigma
All Photos(2)

Documents

A4910

Sigma-Aldrich

DL-2-Amino-3-phosphonopropionic acid

Synonym(s):

3-Phosphono-DL-alanine, AP-3

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Tine Pokorn et al.
PloS one, 12(9), e0184528-e0184528 (2017-09-09)
Viroids, the smallest known pathogens, unable to encode any proteins, can cause severe diseases in their host plants. One of the proposed mechanisms of their pathogenicity includes silencing the host's genes via viroid-derived small RNAs, which are products of the
T Banno et al.
The Journal of comparative neurology, 402(2), 252-263 (1998-12-09)
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.
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
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
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