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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:
Molecular Weight:
579.64
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26

product name

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

Quality Level

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

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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
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
[Affect of peptide and non-peptide opioids on the defensive reaction of the cockroach Periplaneta americana in the "hot chamber"].
O B Gritsaĭ et al.
Zhurnal evoliutsionnoi biokhimii i fiziologii, 40(2), 125-130 (2004-07-29)
C Liebmann et al.
Die Pharmazie, 46(5), 345-348 (1991-05-01)
The beta -casomorphin-5 sequence was systematically modified by substitution of the naturally occurring amino acids. The derivatives are compared on the basis of their affinities towards mu 1-, mu 2 and delta -opioid binding sites estimated by means of binding

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