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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

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 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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N G Delaet et al.
Biopolymers, 31(12), 1409-1416 (1991-10-15)
We report the complete assignment of the 1H-nmr spectrum of beta-casomorphin-5 in DMSO-d6 solution. With a combination of one-dimensional, double quantum filtered correlated spectroscopy, homonuclear Hartmann-Hahn, and rotating frame nuclear Overhauser enhancement spectroscopy (ROESY) spectra, we were able to differentiate
Beata Jarmołowska et al.
Peptides, 28(3), 678-682 (2007-01-06)
Beta-casomorphins, opioid peptides present in mother's milk, are a good substrate for DPPIV (EC 3.4.14.5) which is a major factor limiting the half-life of biologically active peptides. Serum DPPIV activity of two groups of infants (healthy and atopic dermatitis) and
J Svedberg et al.
Peptides, 6(5), 825-830 (1985-09-01)
Healthy young volunteers ingested one liter of cows' milk; then the contents of the small intestine were aspirated through an intestinal tube at various times and assayed for the presence of bovine beta-casomorphin immunoreactive materials. Considerable amounts of beta-casomorphin-7, but
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
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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