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Key Documents

SML2949

Sigma-Aldrich

LY2112688 trifluoroacetate

≥95% (HPLC)

Synonym(s):

Ac-D-Arg-c(Cys-Glu-His-D-Phe-Arg-Trp-Cys)-NH2, trifluoroacetate salt, Ac-D-Arg-cyclo[Cys-Glu-His-D-Phe-Arg-Trp-Cys]-NH2, trifluoroacetate salt, Ac-rCEHfRWC-NH2, TFA (D-amino acids in lower case; C2→C8 disulfide), Acetyl-D-Arg-Cys-Glu-His-D-Phe-Arg-Trp-Cys-NH2, trifluoroacetate salt (Cys2→Cys8 disulfide), LY 2112688 TFA salt, LY-2112688 TFA salt

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About This Item

Empirical Formula (Hill Notation):
C51H70N18O11S2 · xC2HF3O2
CAS Number:
819048-44-7
Molecular Weight:
1175.35 (free base basis)
UNSPSC Code:
51111800
NACRES:
NA.77

Quality Level

100

assay

≥95% (HPLC)

form

lyophilized powder

color

white to off-white

storage temp.

−20°C

Biochem/physiol Actions

LY2112688 is a beta-melanocyte-stimulating hormone (β-MSH)-derived peptide that acts as a high-affinity, potent and selective melanocortin receptor 4 (MC-4, MC-4R, MC4-R, MC4R) agonist (human/rat MC-4 Ki = 0.55/0.39 nM; human MC-1/3/5 Ki = 16.78/56.79/>500 nM). LY2112688 selectively induces MC-4-mediated cAMP release (MC-4/3 EC50 = 0.25 nM/1.61 nM, MC-4/3 Emax = 94.5%/84.1% of NDP-α-MSH Emax using HEK293 expressing respective human receptors) and exhibits in vivo efficacy in reducing daily food intake and promoting weight loss among diet-induced obese rats (75 & 299 nmol/kg/day s.c.).

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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John P Mayer et al.
Journal of medicinal chemistry, 48(9), 3095-3098 (2005-04-29)
A series of novel, disulfide-constrained human beta-melanocyte stimulating hormone (beta-MSH)-derived peptides were optimized for in vitro melanocortin-4 receptor (MC-4R) binding affinity, agonist efficacy, and selectivity. The most promising of these, analogue 18, was further studied in vivo using chronic rat
Brent M Molden et al.
Molecular endocrinology (Baltimore, Md.), 29(11), 1619-1633 (2015-09-30)
The melanocortin-4 receptor (MC4R) is a G protein-coupled receptor expressed in the brain, where it controls energy balance through pathways including α-melanocyte-stimulating hormone (α-MSH)-dependent signaling. We have reported that the MC4R can exist in an active conformation that signals constitutively
Cathrine Laustrup Møller et al.
Molecular and cellular endocrinology, 341(1-2), 9-17 (2011-05-28)
The melanocortin receptors (MCRs) belong to the G-protein coupled receptors (family A). So far, 5 different subtypes have been described (MC1R-MC5R) and of these MC2R and MC5R have been proposed to act directly in adipocytes and regulate lipolysis in rodents.
Cathrine Laustrup Møller et al.
BMC research notes, 8, 559-559 (2015-10-16)
The central melanocortin system is broadly involved in the regulation of mammalian nutrient utilization. However, the function of melanocortin receptors (MCRs) expressed directly in peripheral metabolic tissues is still unclear. The objective of this study was to investigate the lipolytic
Brandon L Panaro et al.
Cell metabolism, 20(6), 1018-1029 (2014-12-03)
The melanocortin-4 receptor (MC4R) is expressed in the brainstem and vagal afferent nerves and regulates a number of aspects of gastrointestinal function. Here we show that the receptor is also diffusely expressed in cells of the gastrointestinal system, from stomach
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