Skip to Content
MilliporeSigma
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/REAXYS Number:
3649605
MDL number:
MFCD00083169
UNSPSC Code:
12352116
PubChem Substance ID:
57653825
NACRES:
NA.22

form

powder

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

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
097H4688

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

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

Visit the Document Library

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
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
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