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Key Documents

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C5147

Sigma-Aldrich

β-Casomorphin Fragment 1-5 hydrochloride

≥97% (HPLC)

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About This Item

Fórmula empírica (notación de Hill):
C30H37N5O7
Número de CAS:
72122-63-5
Peso molecular:
579.64
MDL number:
MFCD00076332
UNSPSC Code:
12352209
PubChem Substance ID:
24892758
NACRES:
NA.26

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

Categorías relacionadas

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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Hong Yin et al.
Peptides, 31(9), 1725-1729 (2010-08-06)
The present study was aimed to investigate the possible effects of beta-casomorphin-7, against hyperglycemia and free radical-mediated oxidative stress in streptozotocin-induced diabetic rats by assaying the blood glucose level and the activity of plasma enzymatic antioxidants, such as superoxide dismutase
M Sakaguchi et al.
Neuroscience letters, 251(2), 97-100 (1998-08-27)
We studied the effect of beta-casomorphin-5 (mu-acting opioid peptides derived from milk protein beta-casein) on neurite outgrowth of mouse neuroblastoma cell line, Neuro-2a. Beta-casomorphin-5 stimulated neurite outgrowth of Neuro-2a cells in a naloxone-reversible manner. The stimulating effect of beta-casomorphin-5 was
N A Akhmedov
Molekuliarnaia biologiia, 20(6), 1547-1549 (1986-11-01)
The spatial structure of beta-casomorphin-5 molecule--H-Tyr-Pro-Phe-Pro-Gly-OH has been investigated by the theoretical conformational analysis method. The results indicate that the conformational properties of the molecule can be represented by a large number of structures having twelve different backbone forms.
R Schmidt et al.
Peptides, 12(6), 1175-1180 (1991-11-01)
Cyclic analogues of the beta-casein-derived opioid peptide beta-casomorphin-5 (H-Tyr-Pro-Phe-Pro-Gly-OH) were prepared through substitution of the Pro2 residue with various alpha,omega-diamino acid residues (lysine, ornithine, 2,4-diaminobutyric acid) and cyclization of the omega-amino group to the C-terminal carboxyl function. Compounds of this
Małgorzata Iwan et al.
Peptides, 29(6), 1042-1047 (2008-03-22)
Milk is the source of beta-casomorphins--biologically active peptides with opioid activity--which are suspected to play various roles in the human body. The local influence of exogenous opioid peptides on gastrointestinal functions has been widely reported. After passing the gut barrier
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