A C-terminal fragment of CCK
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CCK (27-33) (non-sulfated)

Item No. 24952

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
L-tyrosyl-L-methionylglycyl-L-tryptophyl-L-methionyl-L-α-aspartyl-L-phenylalaninamide
CAS Number
47910-79-2
Synonyms
  • Cholecystokinin (27-33) (non-sulfated)
Molecular Formula
C45H57N9O10S2
Formula Weight
948.1
Purity
≥95%
Formulation (Request formulation change)
A lyophilized powder
Solubility(Learn about Variance in Solubility)
Formic Acid: 1 mg/ml
SMILES
NC([C@H](CC1=CC=CC=C1)NC([C@H](CC(O)=O)NC([C@H](CCSC)NC([C@H](CC2=CNC3=C2C=CC=C3)NC(CNC([C@H](CCSC)NC([C@H](CC4=CC=C(C=C4)O)N)=O)=O)=O)=O)=O)=O)=O
InChi Code
InChI=1S/C45H57N9O10S2/c1-65-18-16-33(51-41(60)31(46)20-27-12-14-29(55)15-13-27)42(61)49-25-38(56)50-36(22-28-24-48-32-11-7-6-10-30(28)32)44(63)52-34(17-19-66-2)43(62)54-37(23-39(57)58)45(64)53-35(40(47)59)21-26-8-4-3-5-9-26/h3-15,24,31,33-37,48,55H,16-23,25,46H2,1-2H3,(H2,47,59)(H,49,61)(H,50,56)(H,51,60)(H,52,63)(H,53,64)(H,54,62)(H,57,58)/t31-,33-,34-,35-,36-,37-/m0/s1
InChi Key
CRSGPVVFNHQALK-GIZYWFQPSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $68

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    Product Description

    CCK (27-33) is a C-terminal fragment of CCK (Item Nos. 23371 | 24404), a peptide hormone found in the intestine and brain that stimulates digestion, mediates satiety, and is involved in anxiety.1,2 Non-sulfated CCK (27-33) inhibits binding of [3H]naloxone in rat cerebellum membranes (IC50 = 4 µM) and inhibits electrically-stimulated contraction of isolated guinea pig ileum (IC50 = 17 µM), an effect that can be reversed by naloxone.3 Unlike sulfated CCK (27-33), the non-sulfated form does not reduce exploratory behavior in mice when administered at doses up to 1 µmol/kg.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Raybould, H.E., and Lloyd, K.C. Integration of postprandial function in the proximal gastrointestinal tract. Role of CCK and sensory pathways. Ann. N. Y. Acad. Sci. 713(1), 143-156 (1994).

    2. Ondetti, M.A., Pluščec, J., Sabo, E.F., et al. Synthesis of cholecystokinin-pancreozymin. I. The C-terminal dodecapeptide. J. Am. Chem. Soc. 92(1), 195-199 (1970).

    3. Schiller, P.W., Lipton, A., Horrobin, D.F., et al. Unsulfated C-terminal 7-peptide of cholecystokinin: A new ligand of the opiate receptor. Biochem. Biophys. Res. Commun. 85(4), 1332-1338 (1978).

    4. Crawley, J.N., St-Pierre, S., and Gaudreau, P. Analysis of the behavioral activity of C- and N-terminal fragments of cholecystokinin octapeptide. J. Pharmacol. Exp. Ther. 230(2), 438-444 (1984).