C2175

(Tyr[SO₃H]²⁷)Cholecystokinin fragment 26-33 Amide

≥97% (HPLC), powder

• Synonym(s): CCK-8, Cholecystokinin octapeptide, Pancreozymin C-terminal octapeptide, Sincalide
• Empirical Formula (Hill Notation): C₄₉H₆₂N₁₀O₁₆S₃
• CAS Number: 25126-32-3
• Molecular Weight: 1143.27
• Beilstein/REAXYS Number: 5231801
• EC Number: 246-639-0
• MDL number: MFCD00079849
• UNSPSC Code: 51111800
• PubChem Substance ID: 24892470
• NACRES: NA.32

Properties

• Quality Level: 200
• assay: ≥97% (HPLC)
• form: powder
• UniProt accession no.: P06307; P30551; P30553
• storage temp.: −20°C
• SMILES string: CSCC[C@H](NC(=O)[C@H](Cc1ccc(OS(O)(=O)=O)cc1)NC(=O)[C@@H](N)CC(O)=O)C(=O)NCC(=O)N[C@@H](Cc2c[nH]c3ccccc23)C(=O)NC(CCSC)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H](Cc4ccccc4)C(N)=O
• InChI: 1S/C49H62N10O16S3/c1-76-18-16-34(55-47(69)37(58-44(66)32(50)23-41(61)62)21-28-12-14-30(15-13-28)75-78(72,73)74)45(67)53-26-40(60)54-38(22-29-25-52-33-11-7-6-10-31(29)33)48(70)56-35(17-19-77-2)46(68)59-39(24-42(63)64)49(71)57-36(43(51)65)20-27-8-4-3-5-9-27/h3-15,25,32,34-39,52H,16-24,26,50H2,1-2H3,(H2,51,65)(H,53,67)(H,54,60)(H,55,69)(H,56,70)(H,57,71)(H,58,66)(H,59,68)(H,61,62)(H,63,64)(H,72,73,74)/t32-,34-,35?,36-,37-,38-,39-/m0/s1
• InChI key: IZTQOLKUZKXIRV-IVVJSLGPSA-N
• Gene Information: human ... CCK(885) ; rat ... Cckar(24889), Cckbr(25706)

Description

Amino Acid Sequence

Asp-Tyr-Met-Gly-Trp-Met-Asp-Phe-NH2

General description

(Tyr[SO₃H]²⁷)Cholecystokinin fragment 26-33 amide is a sulfated cholecystokinin(CCK) octapeptide derived from the proCCK. It is present in plasma and endocrine cells.

Application

(Tyr[SO₃H]²⁷)Cholecystokinin fragment 26-33 amide has been used to test its effects:

• to study its effects on β5i/LMP7 immunoproteasome subunit in pancreatitis
• on gastric emptying,food intake and c-Fos immunoreactivity in small litter (SL) and normal litter (NL) rats
• on the intestine and gallbladder motility in fish Ballan Wrasse

Biochem/physiol Actions

(Tyr[SO₃H]²⁷)Cholecystokinin fragment 26-33 amide activates the cholecystokinin type B receptor and may mediate the blockage of opioid analgesia. It elicits anti-inflammatory effects. It mediates the inhibition on cytokine release, lymphocytes, and macrophages.

Neurotransmitter; predominant form of CCK in CNS and gastrointestinal tract; may play a role in satiety.

Other Notes

C-Terminal octapeptide of cholecystokinin

Safety Information

• 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)