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PHOSPHORAMIDON

PHOSPHORAMIDON Structure
PHOSPHORAMIDON structure
CAS No.
36357-77-4
Chemical Name:
PHOSPHORAMIDON
Synonyms
eucyl)-;yptophan;PHOSPHORAMIDON;PHOSPHORAMIDON SODIUM SALT;Phosphoramidon (0.5 mg vial);PHOSPHORAMIDON DISODIUM SALT DIHYDRATE;Z-Val-Ala-Asp(OMe)-CH2Fv [Z-VAD-FMK] (1mg vial);N-(A-RHAMNOPYRANOSYLOXYHYDROXYPHOSPHINYL)-LEU-TRP;N-(ALPHA-RHAMNOPYRANOSYLOXYHYDROXYPHOSPHINYL)-LEU-TRP-OH;N-(ALPHA-RHAMNOPYRANOSYLOXYHYDROXYPHOSPHINYL)-LEU-TRP 2NA
CBNumber:
CB0324672
Molecular Formula:
C23H34N3O10P
Molecular Weight:
543.51
MDL Number:
MFCD00080262
MOL File:
36357-77-4.mol
MSDS File:
SDS
Last updated:2026-05-20 15:44:34
Product description Number Pack Size Price
Phosphoramidon IPO-4082-V 0.5mg $233.34
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PHOSPHORAMIDON Properties

Density 1.48±0.1 g/cm3(Predicted)
storage temp. −20°C
solubility H2O: 1 mM Stock solution stable for 1 month at –20° C.
pka -0.66±0.50(Predicted)
FDA UNII T3G94E2LB1

SAFETY

Risk and Safety Statements

Safety Statements  22-24/25
WGK Germany  3
F  10-21

PHOSPHORAMIDON price More Price(1)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Biosynth IPO-4082-V Phosphoramidon 36357-77-4 0.5mg $233.34 2026-06-04 Buy
Product number Packaging Price Buy
IPO-4082-V 0.5mg $233.34 Buy

PHOSPHORAMIDON Chemical Properties,Uses,Production

Uses

Phosphoramidon, a microbial metabolite, is a specific metalloprotease thermolysin inhibitor with an IC50 of 0.4 μg/mL. Phosphoramidon also inhibits endothelin-converting enzyme (ECE), neutral endopeptidase (NEP), and angiotensin-converting enzyme (ACE) with IC50 values of 3.5, 0.034, and 78 μM, respectively[1][2][3].

Definition

ChEBI: A dipeptide isolated from the cultures of Streptomyces tanashiensis.

Enzyme inhibitor

This glycosyl phosphoramidopeptide (FWfree-acid = 543.51 g/mol; CAS 36357-77-4), also systematically named as N-(a-rhamnopyranosyloxyhydroxyphosphinyl)- L-leucyl-L-tryptophan, is a slow-binding thermolysin inhibitor (Ki = 30 nM). Note: Phosphoramidon is an epimer of talopeptin. Stock 1 mg/mL aqueous solutions of phosphoramidon are stable for one month at –20°C. Target(s): atrolysin A; atrolysin C; bacillolysin; carboxypeptidase C, weakly inhibited; coccolysin; cytosol alanyl aminopeptidase, weakly inhibited; dactylysin; endothelin-converting enzyme; endothelin-converting enzyme 2; fungalysin; gametolysin; granzyme B; Legionella metalloendopeptidase; leucyl aminopeptidase, weakly inhibited; Listeria metalloprotease Mpl; lysine carboxypeptidase, or lysine(arginine) carboxypeptidase; carboxypeptidase N; mycolysin; neprilysin, or enkephalinase, Ki = 0.8 nM; oligopeptidase O; peptidyl-dipeptidase A, or angiotensin I-converting enzyme; pitrilysin, or protease Pi; pseudolysin, or Pseudomonas aeruginosa elastase; pyruvate decarboxylase; thermolysin (27,28,41,43- 53); urethanase; vibriolysin; and Xaa-Pro aminopeptidase, or aminopeptidase P.

in vivo

Phosphoramidon (0.25 mg/kg per min; i.v.) suppresses the hypertensive effect of big endothelin-1 in rats[4].
Phosphoramidon (1-30 mg/kg; i.v.; once) blocks the pressor activity of porcine big endothelin-1-(1-39) in rats[5].

Animal Model:Male Sprague-Dawley rats[4]
Dosage:0.25 mg/kg per min
Administration:Intravenous injection
Result:Markedly suppressed the hypertensive effect of big endothelin-1.

IC 50

Microbial Metabolite

References

[1] Umezawa S, , et al. A new microbial metabolite phosphoramidon (isolation and structure). Tetrahedron Letters, 1972, 13(1): 97-100.
[2] Suda H, et al. A thermolysin inhibitor produced by actinomycetes: phosphoramidon. The Journal of antibiotics, 1973, 26(10): 621-623.
[3] Kukkola PJ, et al. Differential structure-activity relationships of phosphoramidon analogues for inhibition of three metalloproteases: endothelin-converting enzyme, neutral endopeptidase, and angiotensin-converting enzyme.J CardiovascPharmacol. 1995;26Suppl 3:S65-8. PMID:8587470
[4] Matsumura Y, et al. Phosphoramidon, a metalloproteinase inhibitor, suppresses the hypertensive effect of big endothelin-1. Eur J Pharmacol. 1990 Aug 21;185(1):103-6. DOI:10.1016/0014-2999(90)90216-s
[5] McMahon EG, et al. Phosphoramidon blocks the pressor activity of porcine big endothelin-1-(1-39) in vivo and conversion of big endothelin-1-(1-39) to endothelin-1-(1-21) in vitro. Proc Natl Acad Sci U S A. 1991 Feb 1;88(3):703-7. DOI:10.1073/pnas.88.3.703

PHOSPHORAMIDON Preparation Products And Raw materials

Raw materials

Preparation Products

PHOSPHORAMIDON Suppliers

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Adachibio Inc. 		+81-8027837258; +8108027837258 sales@adachibio.com Japan 938 58
TargetMol Chemicals Inc. 		+1-781-999-5354; +17819995354 marketing@targetmol.com United States 32466 58
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Wuhan Fortuna Chemical Co.,Ltd 		+86-2759207851; +8618007136271 hk@fortunachem.com China 6006 58
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Supplier Advantage
Adachibio Inc. 		58
TargetMol Chemicals Inc. 		58
Aladdin Scientific 		58
Wuhan Fortuna Chemical Co.,Ltd 		58
DAYANG CHEM (HANGZHOU) CO.,LTD 		58
3B Pharmachem (Wuhan) International Co.,Ltd. 69
Alabiochem Tech.Co., Ltd. 59
Sichuan Kulinan Technology Co., Ltd 57
Codow Chemical Co.,Ltd. 55
Shandong Xiya Chemical Co., Ltd. 60

36357-77-4(PHOSPHORAMIDON)Related Search:

PHOSPHORAMIDON PHOSPHORAMIDON--N/H PHOSPHORAMIDON NA 2H20 GLYCYL-L-TRYPTOPHAN L-ALANYL-L-TRYPTOPHAN
PHOSPHORAMIDON H-LEU-TRP-OH

1of2

N-(ALPHA-RHAMNOPYRANOSYLOXYHYDROXYPHOSPHINYL)-L-LEUCYL-L-TRYPTOPHAN DISODIUM SALT DIHYDRATE N-(ALPHA-RHAMNOPYRANOSYLOXYHYDROXYPHOSPHINYL)-L-LEUCYL-L-TRYPTOPHAN (SODIUM SALT) N-(ALPHA-RHAMNOPYRANOSYLPHOSPHONO)-L-LEUCYL-L-TRYPTOPHAN DISODIUM SALT N-[N-[[(6-deoxy-alpha-L-mannopyranosyl)oxy]hydroxyphosphinyl]-L-leucyl]-L-tryptophan N-[N-[(6-Deoxy-α-L-mannopyranosyloxy)hydroxyphosphinyl]-L-Leu-]-L-Trp-OH L-Tryptophan,N-[[(6-deoxy-a-L-mannopyranosyl)oxy]hydroxyphosphinyl]-L-leucyl- eucyl)- l-tryptophan,n-(n-(((6-deoxy-alpha-l-mannopyranosyl)oxy)hydroxyphosphinyl)-l-l n-(n-(((6-deoxy-alpha-l-mannopyranosyl)oxy)hydroxyphosphinyl)-l-leucyl)-l-tr yptophan PHOSPHORAMIDON PHOSPHORAMIDON DISODIUM SALT DIHYDRATE PHOSPHORAMIDON SODIUM SALT N-(A-RHAMNOPYRANOSYLOXYHYDROXYPHOSPHINYL)-LEU-TRP N-(ALPHA-RHAMNOPYRANOSYLOXYHYDROXYPHOSPHINYL)-LEU-TRP 2NA N-(ALPHA-RHAMNOPYRANOSYLOXYHYDROXYPHOSPHINYL)-LEU-TRP-OH N-(ALPHA-RHAMNOPYRANOSYLOXYHYDROXYPHOSPHINYL)-LEU-TRP SODIUM SALT N-(ALPHA-RHAMNOPYRANOSYLOXYHYDROXYPHOSPHINYL)-L-LEUCYL-L-TRYPTOPHAN N-(ALPHA-RHAMNOPYRANOSYLOXYHYDROXYPHOSPHINYL)-L-LEUCYL-L-TRYPTOPHAN, 2NA N-(ALPHA-RHAMNOPYRANOSYLOXYHYDROXY-PHOSPHINYL)-L-LEUCYL-L-TRYPTOPHAN DISODIUM SALT L-Tryptophan, N-[[(6-deoxy-α-L-mannopyranosyl)oxy]hydroxyphosphinyl]-L-leucyl- Phosphoramidon (0.5 mg vial) Z-Val-Ala-Asp(OMe)-CH2Fv [Z-VAD-FMK] (1mg vial) N-[N-[[(6-deoxy-α-L-mannopyranosyl)oxy]hydroxyphosphinyl]-L-leucyl]-L-tryptophan 36357-77-4 BioChemical Biochemicals and Reagents Enzymes, Inhibitors, and Substrates Enzyme Inhibitors by Type Enzyme Inhibitors by Enzyme Enzyme Inhibitors P to Q Phosphodiesterase 3',5'-Cyclic Nucleotide Substrate Analogs peptides Pepetides