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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:
25126-32-3
Molecular Weight:
1143.27
Beilstein:
5231801
EC Number:
246-639-0
MDL number:
MFCD00079849
UNSPSC Code:
12352200
PubChem Substance ID:
24892470
NACRES:
NA.32

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)

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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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

监管及禁止进口产品

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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