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C5147

Sigma-Aldrich

β-Casomorphin Fragment 1-5 hydrochloride

≥97% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C30H37N5O7
CAS Number:
72122-63-5
Molecular Weight:
579.64
MDL number:
MFCD00076332
UNSPSC Code:
12352209
PubChem Substance ID:
24892758
NACRES:
NA.26
Pricing and availability is not currently available.

Product Name

β-Casomorphin Fragment 1-5 hydrochloride, ≥97% (HPLC)

Quality Level

200

assay

≥97% (HPLC)

form

solid

storage temp.

−20°C

SMILES string

NC(Cc1ccc(O)cc1)C(=O)N2CCCC2C(=O)NC(Cc3ccccc3)C(=O)N4CCCC4C(=O)NCC(O)=O

InChI

1S/C30H37N5O7/c31-22(16-20-10-12-21(36)13-11-20)29(41)34-14-5-9-25(34)28(40)33-23(17-19-6-2-1-3-7-19)30(42)35-15-4-8-24(35)27(39)32-18-26(37)38/h1-3,6-7,10-13,22-25,36H,4-5,8-9,14-18,31H2,(H,32,39)(H,33,40)(H,37,38)

InChI key

PKKIDZFGRQACGB-UHFFFAOYSA-N

Related Categories

Amino Acid Sequence

Tyr-Pro-Phe-Pro-Gly

Biochem/physiol Actions

β-Casomorphin Fragment 1-5 (BCM5), an opioid receptor agonist, is a member of the β-casomorphin peptide family derived from β-casein. β-casomorphins are used to study their differential effects on processes such as hyperglycemia, oxidative stress, opioid signalling and immunosuppression.

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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Certificates of Analysis (COA)

Lot/Batch Number
041F58307
041F58306
041F58305
044H5820
044H58201

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Minoru Sakaguchi et al.
Bioscience, biotechnology, and biochemistry, 67(11), 2501-2504 (2003-12-04)
The effects of intracerebroventricular (i.c.v.) injection of bovine beta-casomorphin-5 (beta-CM-5: Tyr-Pro-Phe-Pro-Gly), a micro-opioid agonist derived from milk beta-casein, on step-down type passive avoidance tasks were investigated in mice. Intracerebroventricular administration of a high dose (10 microg) of beta-CM-5 produced a
Effects of beta-casomorphin on 3H-ouabain binding to guinea pig heart membranes.
C Liebmann et al.
Die Pharmazie, 41(9), 670-671 (1986-09-01)
A W Lipkowski et al.
Polish journal of pharmacology and pharmacy, 44(1), 25-32 (1992-01-01)
SP-antagonistic properties of a newly synthesized peptide Tyr-Pro-D-Phe-Phe-D-Phe-D-Trp-MetNH2 (AWL-60) were investigated both in vitro and in vivo. In vitro AWL-60 effectively antagonized the action of SP-agonist (SP6-11); however, this antagonism was non-competitive. Antagonistic properties of AWL-60 were also observed in
P Mentz et al.
Die Pharmazie, 43(4), 271-273 (1988-04-01)
beta-Casomorphin-5, a novel opioid peptide Tyr-Pro-Phe-Pro-Gly, was tested in isolated heart preparations of guinea pigs in comparison with other morphine related peptides and cardioactive drugs. The substance induced a dose-dependent change in the cardiac contraction force, showing a positive inotropic
K A Carpenter et al.
International journal of peptide and protein research, 48(1), 102-111 (1996-07-01)
The conformational properties of three cyclic beta-casomorphin analogs based on the general formula H-Tyr-c[-D-Orn-2-Nal-D-Pro-Xaa-] (2-Nal = 2-naphthylalanine; Xaa = D-Ala, Sar or NMe-Ala) in DMSO solution were investigated using NMR spectroscopy in conjunction with molecular modeling techniques. The D-Ala5- and
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