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C2175

Sigma-Aldrich

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

≥97% (HPLC), powder

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Synonym(s):
CCK-8, Cholecystokinin octapeptide, Pancreozymin C-terminal octapeptide, Sincalide
Empirical Formula (Hill Notation):
C49H62N10O16S3
CAS Number:
Molecular Weight:
1143.27
Beilstein:
5231801
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.32

Quality Level

Assay

≥97% (HPLC)

form

powder

UniProt accession no.

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

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This Item
T6515C2901C2581
form

powder

form

powder

form

powder

form

-

UniProt accession no.

P06307, P30551, P30553

UniProt accession no.

P06307, P30553

UniProt accession no.

P06307

UniProt accession no.

P06307

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

Quality Level

200

Quality Level

-

Quality Level

200

Quality Level

200

Gene Information

human ... CCK(885)
rat ... Cckar(24889), Cckbr(25706)

Gene Information

human ... CCK(885)
rat ... Cckbr(25706)

Gene Information

human ... CCK(885)

Gene Information

human ... CCK(885)

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

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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