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M7896

Sigma-Aldrich

Diacetyl-α-Melanocyte Stimulating Hormone

≥97% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C79H111N21O20S
CAS Number:
71952-90-4
Molecular Weight:
1706.92
MDL number:
MFCD00133064
UNSPSC Code:
12352200
PubChem Substance ID:
24897198

assay

≥97% (HPLC)

form

powder

solubility

water: 1 mg/mL, clear, colorless

UniProt accession no.

P01189

shipped in

ambient

storage temp.

−20°C

SMILES string

CSCCC(NC(=O)C(CO)NC(=O)C(Cc1ccc(O)cc1)NC(=O)C(COC(C)=O)NC(C)=O)C(=O)NC(CCC(O)=O)C(=O)NC(Cc2cnc[nH]2)C(=O)NC(Cc3ccccc3)C(=O)NC(CCCNC(N)=N)C(=O)NC(Cc4c[nH]c5ccccc45)C(=O)NCC(=O)NC(CCCCN)C(=O)N6CCCC6C(=O)NC(C(C)C)C(N)=O

InChI

1S/C79H111N21O20S/c1-43(2)66(67(81)108)99-77(118)63-21-14-31-100(63)78(119)56(19-11-12-29-80)90-64(105)39-87-68(109)59(35-48-37-86-52-18-10-9-17-51(48)52)96-69(110)53(20-13-30-85-79(82)83)91-72(113)57(33-46-15-7-6-8-16-46)94-74(115)60(36-49-38-84-42-88-49)97-70(111)54(26-27-65(106)107)92-71(112)55(28-32-121-5)93-75(116)61(40-101)98-73(114)58(34-47-22-24-50(104)25-23-47)95-76(117)62(89-44(3)102)41-120-45(4)103/h6-10,15-18,22-25,37-38,42-43,53-63,66,86,101,104H,11-14,19-21,26-36,39-41,80H2,1-5H3,(H2,81,108)(H,84,88)(H,87,109)(H,89,102)(H,90,105)(H,91,113)(H,92,112)(H,93,116)(H,94,115)(H,95,117)(H,96,110)(H,97,111)(H,98,114)(H,99,118)(H,106,107)(H4,82,83,85)

InChI key

HVKPKJWSDNREBR-UHFFFAOYSA-N

Gene Information

human ... POMC(5443)

Storage Class

13 - Non 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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Certificates of Analysis (COA)

Lot/Batch Number
061H0420
036H0908
061H04203

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A E Lamers et al.
The Journal of endocrinology, 135(2), 285-292 (1992-11-01)
In stressed tilapia, Oreochromis mossambicus, total alpha-melanocyte-stimulating hormone (alpha-MSH) levels and di-acetyl alpha-MSH/mono-acetyl alpha-MSH (di:mono) ratios are elevated. We therefore investigated the role of alpha-MSH in the regulation of the pituitary-interrenal axis. The corticotrophic activities of des-acetyl alpha-MSH, mono-acetyl alpha-MSH
M E Goldman et al.
Endocrinology, 112(2), 435-441 (1983-02-01)
Reverse phase high performance liquid chromatography (HPLC) followed by RIA of the chromatographic fractions was used to separate and quantify, respectively, the alpha MSH-like peptides stored in the intermediate lobe (IL) of the rat pituitary gland and released from IL
E Ellerkmann et al.
The Journal of endocrinology, 139(2), 295-300 (1993-11-01)
We have previously reported that hypophysial neurointermediate lobe peptides, di-acetylated alpha-melanocyte-stimulating hormone (di-ac-alpha-MSH) and N-acetylated beta-endorphin (N-ac-beta-END), can acutely increase the relative number of prolactin-secreting cells in anterior pituitary cell cultures from ovariectomized rats. Inasmuch as the des-acetylated forms of
A E Lamers et al.
The American journal of physiology, 267(5 Pt 2), R1302-R1308 (1994-11-01)
After exposure of tilapia for 7 days to low-pH water, plasma thyrotropin-releasing hormone (TRH) levels were elevated, and the melanocyte-stimulating hormone (MSH) cells in the pituitary pars intermedia had increased in size and showed enhanced synthetic and secretory activity. The
M Beaulieu et al.
Endocrinology, 114(5), 1871-1884 (1984-05-01)
Treatment of rats with 2-Br-alpha-ergocryptine (bromocriptine; CB 154) elicits biochemical, physiological, and histological changes in the intermediate lobe (IL) of the rat pituitary gland, suggesting a decrease in activity in the IL. CB 154 treatment decreases 1) the capacity of
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