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M7907

Sigma-Aldrich

N-Acetyl-[Cys4,10, D-Phe7]-α-Melanocyte Stimulating Hormone Fragment 4-13

≥95% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C61H86N18O13S2
CAS Number:
Molecular Weight:
1343.58
MDL number:
UNSPSC Code:
51111800
PubChem Substance ID:

assay

≥95% (HPLC)

form

powder

composition

Peptide content, ≥70%

UniProt accession no.

storage temp.

−20°C

SMILES string

CC(C)C(NC(=O)C1CCCN1C(=O)C(CCCCN)NC(=O)C2CSSCC(NC(C)=O)C(=O)NC(CCC(O)=O)C(=O)NC(Cc3cnc[nH]3)C(=O)NC(Cc4ccccc4)C(=O)NC(CCCNC(N)=N)C(=O)NC(Cc5c[nH]c6ccccc56)C(=O)N2)C(N)=O

InChI

1S/C61H86N18O13S2/c1-33(2)50(51(63)83)78-59(91)48-19-12-24-79(48)60(92)42(17-9-10-22-62)73-58(90)47-31-94-93-30-46(70-34(3)80)57(89)72-41(20-21-49(81)82)53(85)76-45(27-37-29-66-32-69-37)56(88)74-43(25-35-13-5-4-6-14-35)54(86)71-40(18-11-23-67-61(64)65)52(84)75-44(55(87)77-47)26-36-28-68-39-16-8-7-15-38(36)39/h4-8,13-16,28-29,32-33,40-48,50,68H,9-12,17-27,30-31,62H2,1-3H3,(H2,63,83)(H,66,69)(H,70,80)(H,71,86)(H,72,89)(H,73,90)(H,74,88)(H,75,84)(H,76,85)(H,77,87)(H,78,91)(H,81,82)(H4,64,65,67)

InChI key

YJLHIGSOJAOBEV-UHFFFAOYSA-N

Gene Information

human ... POMC(5443)

Amino Acid Sequence

Ac-Cys-Glu-His-Phe-Arg-Trp-Cys-Lys-Pro-Val-NH2 [Disulfide bridge: 4-10]

Biochem/physiol Actions

Cyclic MSH analog that is resistant to tryptic degradation; potent agonist with prolonged melanotropic activity in frog and lizard skin bioassays.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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W L Cody et al.
Journal of medicinal chemistry, 28(5), 583-588 (1985-05-01)
The cyclic melanotropin Ac-Ser1-Tyr2-Ser3-Cys4-Glu5-His6-Phe7-Arg8 -Trp9-Cys10-Lys11-Pro12-Val13-NH is a highly potent agonist as determined in several melanocyte bioassays. In linear melanotropins, a D-Phe7 substitution leads to increased potency and often prolonged biological activity. In order to determine if this substitution would have

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