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Merck
CN

A4910

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:
20263-06-3
Molecular Weight:
169.07
NACRES:
NA.32
PubChem Substance ID:
24277949
UNSPSC Code:
12352106
MDL number:
MFCD00014350

Key Documents

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InChI

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

SMILES string

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

InChI key

LBTABPSJONFLPO-UHFFFAOYSA-N

form

powder

mp

227-229 °C (lit.)

Quality Level

200

Gene Information

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

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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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000207580
0000167081
0000167081
0000207580
0000144446

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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
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
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
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