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Key Documents

M8764

Sigma-Aldrich

[Nle4, D-Phe7]-α-Melanocyte Stimulating Hormone trifluoroacetate salt

≥95% (HPLC)

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About This Item

經驗公式(希爾表示法):
C78H111N21O19 · xC2HF3O2
CAS號碼:
分子量::
1646.85 (free base basis)
分類程式碼代碼:
51111800
PubChem物質ID:
NACRES:
NA.32

生物源

synthetic (organic)

品質等級

無菌

non-sterile

化驗

≥95% (HPLC)

形狀

powder

溶解度

0.1% aqueous TFA: 1.00-1.04 mg/mL, clear, colorless

UniProt登錄號

運輸包裝

ambient

儲存溫度

−20°C

SMILES 字串

OC(=O)C(F)(F)F.CCCC[C@H](NC(=O)[C@H](CO)NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@H](CO)NC(C)=O)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](Cc2c[nH]cn2)C(=O)N[C@H](Cc3ccccc3)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](Cc4c[nH]c5ccccc45)C(=O)NCC(=O)N[C@@H](CCCCN)C(=O)N6CCC[C@H]6C(=O)N[C@@H](C(C)C)C(N)=O

InChI

1S/C78H111N21O19.C2HF3O2/c1-5-6-19-52(91-75(116)61(41-101)97-72(113)57(34-46-24-26-49(103)27-25-46)94-74(115)60(40-100)88-44(4)102)68(109)92-54(28-29-64(105)106)70(111)96-59(36-48-38-83-42-87-48)73(114)93-56(33-45-16-8-7-9-17-45)71(112)90-53(22-14-31-84-78(81)82)69(110)95-58(35-47-37-85-51-20-11-10-18-50(47)51)67(108)86-39-63(104)89-55(21-12-13-30-79)77(118)99-32-15-23-62(99)76(117)98-65(43(2)3)66(80)107;3-2(4,5)1(6)7/h7-11,16-18,20,24-27,37-38,42-43,52-62,65,85,100-101,103H,5-6,12-15,19,21-23,28-36,39-41,79H2,1-4H3,(H2,80,107)(H,83,87)(H,86,108)(H,88,102)(H,89,104)(H,90,112)(H,91,116)(H,92,109)(H,93,114)(H,94,115)(H,95,110)(H,96,111)(H,97,113)(H,98,117)(H,105,106)(H4,81,82,84);(H,6,7)/t52-,53-,54-,55-,56+,57-,58-,59-,60-,61-,62-,65-;/m0./s1

InChI 密鑰

BFGBZOSHJJSHTQ-CRYSLBJVSA-N

基因資訊

human ... POMC(5443)

尋找類似的產品? 前往 產品比較指南

Amino Acid Sequence

Ac-Ser-Tyr-Ser-Nle-Glu-His-Phe-Arg-Trp-Gly-Lys-Pro-Val-NH2

一般說明

[Nle4, D-Phe7]-α-melanocyte stimulating hormone is a potent analogue of α;-melanocyte-stimulating hormone (α -MSH). αMSH is a tridecapeptide, mostly produced by the cells in the brain, pituitary and in circulation.

應用

[Nle4, D-Phe7]-α-Melanocyte Stimulating Hormone trifluoroacetate salt has been used to detect its effect on O2 consumption and CO2 production in C57BL/6 mice.1It is also used to determine its effect on leptin secretion in the primary cultures of differentiated adipocytes.

生化/生理作用

[Nle4, D-Phe7]-α-melanocyte stimulating hormone is 100 times more potent than α-MSH in stimulating melanoma tyrosinase, which is a rate limiting enzyme in melanin biosynthesis and is 26 times as potent as α-MSH in S91adenylate cyclase assay. α –MSH has an essential role to play in melanin production in animals. It also regulates development of several skin diseases, including cutaneous inflammation and hyper-proliferative skin diseases.

其他說明

Lyophilized from 0.1% TFA in H2O

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

Eyeshields, Gloves, type N95 (US)


分析證明 (COA)

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存取文件庫

Patricia René et al.
The Journal of pharmacology and experimental therapeutics, 335(3), 520-532 (2010-09-10)
Heterozygous null mutations in the melanocortin-4 receptor (MC4R) cause early-onset obesity in humans, indicating that metabolic homeostasis is sensitive to quantitative variation in MC4R function. Most of the obesity-causing MC4R mutations functionally characterized so far lead to intracellular retention of
E A Langan et al.
The British journal of dermatology, 163(3), 451-455 (2010-06-16)
While ultraviolet radiation (UVR) is a major cause of skin ageing and carcinogenesis, public pursuit of a novel tanning strategy circumventing the need for UVR is increasingly reported in the media and scientific press. This involves the subcutaneous self-administration of
Christine G Joseph et al.
Peptides, 31(12), 2304-2313 (2010-09-14)
The melanocortin system has been implicated in a multitude of physiological pathways including obesity, satiety, energy homeostasis, sexual behavior, pigmentation, sodium regulation, hypertension, and many others. Based upon studies of the endogenous melanocortin receptor agonists at the cloned human melanocortin
The role of alpha-melanocyte-stimulating hormone in cutaneous biology.
Luger TA
The Journal of Investigative Dermatology. Symposium Proceedings / The Society for Investigative Dermatology, Inc. [and] European Society for Dermatological Research, 2, 87-93 (1997)
Peripherally administered [Nle4,D-Phe7]-?-melanocyte stimulating hormone increases resting metabolic rate, while peripheral agouti-related protein has no effect, in wild type C57BL/6 and ob/ob mice
Hoggard N
Journal of Molecular Endocrinology, 33, 693-703 (2004)

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