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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

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Certificates of Analysis (COA)

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

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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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