Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

A154

Sigma-Aldrich

L-(+)-2-Amino-3-phosphonopropionic acid

Synonym(s):

(R)-(+)-2-Amino-3-phosphonopropionic acid, 3-Phosphono-L-alanine, L-AP3

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C3H8NO5P
CAS Number:
23052-80-4
Molecular Weight:
169.07
Beilstein:
3649605
MDL number:
MFCD00083169
UNSPSC Code:
12352116
PubChem Substance ID:
57653825
NACRES:
NA.22

form

powder

Quality Level

100

SMILES string

N[C@@H](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)/t2-/m0/s1

InChI key

LBTABPSJONFLPO-REOHCLBHSA-N

Looking for similar products? Visit Product Comparison Guide

Biochem/physiol Actions

Potent antagonist at metabotropic glutamic acid receptors.

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)

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

Artur Beberok et al.
Toxicology in vitro : an international journal published in association with BIBRA, 66, 104884-104884 (2020-05-22)
Mcl-1 is a potent antiapoptotic protein which is amplified in many human cancer, while microphthalmia associated transcription factor (MITF) promotes cell proliferation and has pro-survival role. The study was designed to examine whether the interaction between ciprofloxacin, one of the
Michalina Respondek et al.
Pathology oncology research : POR, 26(3), 1465-1474 (2019-08-23)
Mcl-1 is a potent antiapoptotic protein and amplifies frequently in many human cancer. Currently, it is considered that the extensively expressed of Mcl-1 protein in melanoma cells is associated with rapid tumor progression, poor prognosis and low chemosensitivity. Therefore, the
Charalambos Kaittanis et al.
The Journal of experimental medicine, 215(1), 159-175 (2017-11-17)
Prostate-specific membrane antigen (PSMA) or folate hydrolase 1 (FOLH1) is highly expressed on prostate cancer. Its expression correlates inversely with survival and increases with tumor grade. However, the biological role of PSMA has not been explored, and its role in

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