Basic information Safety Supplier Related

Cyclosporin H

Basic information Safety Supplier Related

Cyclosporin H Basic information

Product Name:
Cyclosporin H
Synonyms:
  • CYCLOSPORIN H
  • Cyclosporin H/Cyclo[L-alanyl-D-alanyl-N-methyl-L-leucyl-N-methyl-L-leucyl-N-methyl-D-valyl-3-hydroxy-N,4-dimethyl-L-2-amino-6-octenoyl-L-2-aminobutanoyl-N-methylglycyl-N-methyl-L-leucyl-L-valyl-N-methyl-L-leucyl]
  • CS-1741
  • CS-1030
  • Cyclo[L-alanyl-D-alanyl-N-methyl-L-leucyl-N-methyl-L-leucyl-N-methyl-D-valyl-3-hydroxy-N,4-dimethyl-L-2-amino-6-octenoyl-L-2-aminobutanoyl-N-methylglycyl-N-methyl-L-leucyl-L-valyl-N-methyl-L-leucyl]
  • 5-(N-Methyl-D-valine)cyclosporin A
  • Cyclo[L-alanyl-D-alanyl-N-Methyl-L- leucyl-N-Methyl-L-leucyl-N-Methyl-D-valyl-(3R,4R,6E)-6,7-didehydro-3-hydroxy-N,4-diMethyl-L-2-aMinooctanoyl-L-2-aMinobutanoyl-N-Methylglycyl-N-Methyl-L-leucyl-L-valyl-N-Methyl-L-leucyl]
  • Sandoz 37-839
CAS:
83602-39-5
MF:
C62H111N11O12
MW:
1202.61
Product Categories:
  • Intermediates & Fine Chemicals
  • Peptides
  • ACTIVE PHARMACEUTICAL INGREDIENTS
  • Pharmaceuticals
Mol File:
83602-39-5.mol
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Cyclosporin H Chemical Properties

Melting point:
148-151°C
Boiling point:
1293.8±65.0 °C(Predicted)
Density 
1.016±0.06 g/cm3(Predicted)
storage temp. 
-20°C
solubility 
Chloroform (Slightly), Methanol (Slightly, Heated, Sonicated)
pka
13.32±0.70(Predicted)
form 
powder
color 
white to beige
optical activity
[α]/D -100 to -115°, c = 0.5 in methanol
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Safety Information

HS Code 
29420000
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Cyclosporin H Usage And Synthesis

Description

Cyclosporin H is a natural cyclic undecapeptide that selectively antagonizes the formyl peptide receptor at concentrations ranging from 0.1 to 10 μM. Unlike cyclosporin A , cyclosporin H does not bind cyclophilin to evoke an immunosuppressant response. Cyclosporin H has been reported to inhibit phorbol ester-mediated effects in mouse skin and block calcium/calmodulin-dependent EF-2 phosphorylation in vitro.

Chemical Properties

White Powder

Uses

An immunosuppressant that has revolutionized organ transplantation through its use in the prevention of graft rejection. A group of nonpolar cyclic oligopeptides with immunosupppressant activity.

Uses

Cyclosporin is an immunosuppressant that has revolutionized organ transplantation through its use in the prevention of graft rejection.A group of nonpolar cyclic oligopeptides with immunosupppressant activity.

Uses

Cyclosporin H is a minor analogue of the cyclosporin family which is immunologically inactive as it does not bind to immunophilin. Cyclopsorin H is the most extensively investigated of the minor cyclosporin analogues and displays a range of activities. It is a potent inhibitor of tumour-promoting phorbol esters on mouse skin in vivo, and of calcium/calmodulin-dependent EF-2 phosphorylation in vitro, a potent and selective antagonist of formyl peptide receptor and inhibitor of formyl peptide-induced superoxide formation.

Biochem/physiol Actions

Cyclosporin H is a selective inhibitor of formyl peptide receptor-1 (FPR-1) and formyl peptide-induced superoxide formation in neutrophils. Cyclosporin H does not bind cyclophilin or evoke an immunosuppressant response. Cyclosporin H has been reported to inhibit tumor promoting phorbol ester TPA/PMA in mouse skin cells and to inhibit calcium/calmodulin-dependent EF-2 phosphorylation.

storage

+4°C

References

[1]. wenzel-seifert k, seifert r. cyclosporin h is a potent and selective formyl peptide receptor antagonist. comparison with n-t-butoxycarbonyl-l-phenylalanyl-l-leucyl-l-phenylalanyl-l- leucyl-l-phenylalanine and cyclosporins a, b, c, d, and e. j immunol, 1993, 150(10): 4591-4599.
[2]. wenzel-seifert k, grünbaum l, seifert r. differential inhibition of human neutrophil activation by cyclosporins a, d, and h. cyclosporin h is a potent and effective inhibitor of formyl peptide-induced superoxide formation. j immunol, 1991, 147(6): 1940-1946.
[3]. de paulis a, ciccarelli a, de crescenzo g, et al. cyclosporin h is a potent and selective competitive antagonist of human basophil activation by n-formyl-methionyl-leucyl-phenylalanine. j allergy clin immunol, 1996, 98(1): 152-164.
[4]. kitagaki k, nagai h, hayashi s, et al. facilitation of apoptosis by cyclosporins a and h, but not fk506 in mouse bronchial eosinophils. eur j pharmacol, 1997, 337(2-3): 283-289.

Cyclosporin HSupplier

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