471844
(1R)-(−)-(1-Aminohexyl)phosphonic acid
98%
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About This Item
Empirical Formula (Hill Notation):
C6H16NO3P
CAS Number:
Molecular Weight:
181.17
UNSPSC Code:
12352103
MDL number:
assay
98%
optical activity
[α]20/D −25°, c = 5 in 1 M NaOH
mp
270-276 °C (lit.)
SMILES string
CCCCC[C@H](N)P(O)(O)=O
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.
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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