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SML1575

Sigma-Aldrich

Cyclosporin H

≥97% (HPLC)

Synonym(e):

1,4,7,10,13,16,19,22,25,28,31-Undecaazacyclotritriacontane, cyclic peptide deriv, 5-(N-Methyl-D-valine)-Cyclosporin A

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About This Item

Empirische Formel (Hill-System):
C62H111N11O12
CAS-Nummer:
83602-39-5
Molekulargewicht:
1202.61
UNSPSC-Code:
51111800
NACRES:
NA.77

Biologische Quelle

Tolypocladium inflatum

Qualitätsniveau

100

Assay

≥97% (HPLC)

Form

powder

Optische Aktivität

[α]/D -100 to -115°, c = 0.5 in methanol

Lagerbedingungen

desiccated
protect from light

Farbe

white to beige

Lagertemp.

−20°C

InChI

1S/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

InChIKey

BQQHPBPTWWXRMU-SXHXJWHLSA-N

Anwendung

Cyclosporin H has been used:
  • to pre-culture the lineage depleted murine Flt3ITDIDH2R140Q BM cells for transduction
  • as a formyl peptide receptor (FPR) antagonist to study the role of FPR1 in calcium mobilization in polymorphonuclear leukocytes (PMNs)
  • as one of the small molecules to study its effect on the homology-directed repair (HDR) editing efficiency in human-induced pluripotent stem cells (iPSCs) and T cells

Biochem./physiol. Wirkung

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.

Piktogramme

Health hazardExclamation mark
GHS08,GHS07

Signalwort

Danger

Gefahreneinstufungen

Acute Tox. 4 Oral - Carc. 1B - Repr. 1B

Lagerklassenschlüssel

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

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Supelco

32425

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N-Formyl-Met-Leu-Phe ≥97% (HPLC)

Sigma-Aldrich

F3506

N-Formyl-Met-Leu-Phe

N-Formyl-Met-Leu-Phe BioXtra, ≥99.0% (TLC)

Sigma-Aldrich

47729

N-Formyl-Met-Leu-Phe

Tragant

Sigma-Aldrich

G1128

Tragant

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Sigma-Aldrich

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Sigma-Aldrich

178385

Apocynin

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Sigma-Aldrich

495455

Oligomycin

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