471860
(1R)-(+)-(1-Amino-2-methylpropyl)phosphonic acid
98%
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About This Item
Linear Formula:
(CH3)2CHCH(NH2)P(O)(OH)2
CAS Number:
Molecular Weight:
153.12
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352116
MDL number:
Assay:
98%
InChI
1S/C4H12NO3P/c1-3(2)4(5)9(6,7)8/h3-4H,5H2,1-2H3,(H2,6,7,8)/t4-/m1/s1
SMILES string
CC(C)[C@H](N)P(O)(O)=O
InChI key
DGSLPJDIFKVSIB-SCSAIBSYSA-N
assay
98%
optical activity
[α]20/D +1.0°, c = 1 in 1 M NaOH
mp
272-277 °C (lit.)
functional group
amine
Quality Level
Related Categories
General description
The enantiodiscrimination of (1R)-(+)-(1-amino-2-methylpropyl)phosphonic acid from its enantiomer in the gas-phase can be done using ESI-MS-CID technique. [electrospray ionization-mass spectrometric detection-collision induced dissociation]
Application
Serves as an attractive substitute for amino carboxylic acids in biological systems. Exhibits interesting and useful properties as peptide analog, antiviral agent, hapten for the generation of catalytic antibodies, enzyme inhibitors, potent antibiotics, herbicides, and pesticides.
signalword
Warning
hcodes
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
Regulatory Information
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Enantiodiscrimination of chiral a-aminophosphonic acids by mass spectrometry.
Paladini A, et al.
Chirality, 13(10), 707-711 (2001)
Nour Z Atwany et al.
Biology, 9(8) (2020-08-13)
Regulatory T cells (Tregs) are key players in the regulation of inflammatory responses. In this study, two natural molecules, namely, sparteine sulfate (SS) and harpagoside (Harp), were investigated for their ability to induce Tregs in human peripheral blood mononuclear cells
Camp, N.P. et al.
Bioorganic & Medicinal Chemistry Letters, 2, 1047-1047 (1992)
M C Allen et al.
Journal of medicinal chemistry, 32(7), 1652-1661 (1989-07-01)
The synthesis of five amino phosphorus derivatives, 1a-e, is described. The derivatives were incorporated into a series (18) of analogues of the 5-14 portion of angiotensinogen, in most cases at the scissile Leu-Val bond. The resultant compounds were tested in
J Bird et al.
Journal of medicinal chemistry, 37(1), 158-169 (1994-01-07)
The synthesis of a series of N-phosphonalkyl dipeptides 6 is described. Syntheses were devised that allowed the preparation of single diastereoisomers and the assignment of stereochemistry. The compounds were evaluated in vitro for their ability to inhibit the degradation of
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