83602-39-5 Usage
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. It has been reported to inhibit phorbol ester-mediated effects in mouse skin and block calcium/calmodulin-dependent EF-2 phosphorylation in vitro.
Uses
Used in Pharmaceutical Industry:
Cyclosporin H is used as a potent inhibitor of tumor-promoting phorbol esters on mouse skin in vivo, and of calcium/calmodulin-dependent EF-2 phosphorylation in vitro. It is a potent and selective antagonist of the formyl peptide receptor and an inhibitor of formyl peptide-induced superoxide formation.
Used in Immunosuppressive Applications:
Although Cyclosporin H is immunologically inactive as it does not bind to immunophilin, it is a minor analogue of the cyclosporin family, which is known for its immunosuppressive activity. This makes it a potential candidate for further research and development in the field of immunosuppression.
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.
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.
Check Digit Verification of cas no
The CAS Registry Mumber 83602-39-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,3,6,0 and 2 respectively; the second part has 2 digits, 3 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 83602-39:
(7*8)+(6*3)+(5*6)+(4*0)+(3*2)+(2*3)+(1*9)=125
125 % 10 = 5
So 83602-39-5 is a valid CAS Registry Number.
InChI:InChI=1/C63H113N11O12/c1-26-28-29-41(15)53(76)52-56(79)66-44(27-2)58(81)67(18)34-49(75)68(19)46(31-36(5)6)60(83)72(23)50(39(11)12)62(85)69(20)45(30-35(3)4)55(78)64-42(16)54(77)65-43(17)57(80)70(21)47(32-37(7)8)59(82)71(22)48(33-38(9)10)61(84)73(24)51(40(13)14)63(86)74(52)25/h26,28,35-48,50-53,76H,27,29-34H2,1-25H3,(H,64,78)(H,65,77)(H,66,79)/b28-26+/t41-,42+,43-,44+,45+,46+,47-,48+,50-,51+,52?,53-/m1/s1
