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Sincalide

CAS No.
25126-32-3
Chemical Name:
Sincalide
Synonyms
CCK-8;Cholecystokinin octapeptide;Sincalide Acetate;Kinevac;Sincalid;SQ-19844;SINCALIDE;Sinkalite;CCK-8, SULFATED;Sincalid(CCK-8)
CBNumber:
CB7361692
Molecular Formula:
C49H62N10O16S3
Molecular Weight:
1143.27
MDL Number:
MFCD00079849
MOL File:
25126-32-3.mol
Last updated:2024-03-27 11:49:37

Sincalide Properties

Melting point >193°C (dec.)
alpha D23 -18.4° (c = 0.7 in 1N NH3)
Density 1.440±0.06 g/cm3(Predicted)
storage temp. -20°C
solubility 0.05 M ammonium hydroxide: 1 mg/mL, clear, colorless
form powder
pka -4.17±0.18(Predicted)
color Off-White
Water Solubility Soluble in water 1 g/L at 10°C.
Merck 13,8617
BRN 5231801
Sequence H-Asp-Tyr(SO3H)-Met-Gly-Trp-Met-Asp-Phe-NH2
InChIKey IZTQOLKUZKXIRV-IVVJSLGPSA-N
FDA UNII M03GIQ7Z6P
ATC code V04CC03

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P260-P271-P280
Safety Statements  22-24/25
WGK Germany  3
8-10-21
HS Code  2933998090

Sincalide price More Price(35)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich C2175 (Tyr[SO3H]27)Cholecystokinin fragment 26-33 Amide ≥97% (HPLC), powder 25126-32-3 250μg $240 2024-03-01 Buy
Sigma-Aldrich C2175 (Tyr[SO3H]27)Cholecystokinin fragment 26-33 Amide ≥97% (HPLC), powder 25126-32-3 0.5mg $415 2024-03-01 Buy
Sigma-Aldrich C2175 (Tyr[SO3H]27)Cholecystokinin fragment 26-33 Amide ≥97% (HPLC), powder 25126-32-3 1mg $566 2024-03-01 Buy
Alfa Aesar J66669 Cholecystokinin, CCK Octapeptide (26-33) 25126-32-3 0.5mg $102 2023-06-20 Buy
Alfa Aesar J66669 Cholecystokinin, CCK Octapeptide (26-33) 25126-32-3 1mg $156 2023-06-20 Buy
Product number Packaging Price Buy
C2175 250μg $240 Buy
C2175 0.5mg $415 Buy
C2175 1mg $566 Buy
J66669 0.5mg $102 Buy
J66669 1mg $156 Buy

Sincalide Chemical Properties,Uses,Production

Originator

Kinevac,Squibb,US,1976

Uses

Choleretic.

Uses

Sincalide is used in the biological studies in the preparation of opioid receptors agonistic and CCK receptor antagonistic activity.

Definition

ChEBI: Sincalide is an oligopeptide.

Manufacturing Process

The starting material in the following synthesis is: t-butyloxycarbonyl-Laspartyl- L-tyrosyl-L-methionylglycyl-L-tryptophyl-L-methionyl-L-aspartyl-Lphenylalanine amide designated (SM)
.(A) A solution of (SM) (320 mg) in trifluoroacetic acid (7 ml) was kept under nitrogen at room temperature for 15 minutes. Ether (100 ml) was added and the precipitate filtered, washed thoroughly with ether and dried. This material (280 mg) was added to concentrated sulfuric acid (20 ml), cooled at -20°C. The solution was kept in the dry ice-acetone bath at -20°C for 75 minutes. The sulfuric acid solution was poured into ice water (80 ml). The precipitate was centrifuged, resuspended in ice water (30 ml) and 4N sodium hydroxide was added until a clear solution was obtained. After reacidification to pH 4 with dilute sulfuric acid, the precipitate formed was centrifuged, washed twice with ice water and dried. Yield 155 mg. Chromatograph of DEAE Sephadex (with ammonium carbonate buffer) yielded the desired octapeptide sulfate ester: 30 mg.
(B) A solution of (SM) (330 mg) in trifluoroacetic acid (7 ml) was kept under nitrogen at room temperature for 15 minutes. Ether (100 ml) was added and the precipitate was filtered, washed thoroughly with ether and dried. This material (300 mg) was added in portions to concentrated sulfuric acid (18 ml) cooled at -20°C with vigorous stirring. After 15 minutes a solution of potassium bisulfate in concentrated sulfuric acid (408 mg in 3 ml) was added. The reaction mixture was stirred for 75 minutes at -15°C and then stored at - 7°C for 285 minutes. The sulfuric acid solution was poured into cold ether (400 ml); precipitate was filtered, washed with cold ether, and suspended in cold water. Complete solution was then achieved by careful addition of 2N sodium hydroxide. Acidification with N hydrochloric acid led to the precipitation of the desired octapeptide sulfate ester. Yield 200 mg.

brand name

Kinevac (Bracco).

Therapeutic Function

Choleretic

General Description

It was thought originally that cholecystokinin and pancreozyminwere two different hormones. Cholecystokinin wasthought to be responsible for contraction of the gallbladder,whereas pancreozymin was believed to induce secretion ofpancreatic enzymes. It is now clear that both actions arecaused by a single 33-residue polypeptide, referred to ascholecystokinin–pancreozymin (CCK-PZ). CCK-PZ is secretedin the blood in response to the presence of food in theduodenum, especially long-chain fatty acids. The fiveCOOH-terminal amino acid residues are identical with thosein gastrin. The COOH-terminal octapeptide retains full activityof the parent hormone.

Biochem/physiol Actions

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

storage

Store at -20°C

Sincalide Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 254)Suppliers
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GIHI CHEMICALS CO.,LIMITED
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View Lastest Price from Sincalide manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Cholecystokinin Octapeptide (sulfated) ammonium salt pictures 2024-03-08 Cholecystokinin Octapeptide (sulfated) ammonium salt
25126-32-3
US $10.00 / kg 1kg 99% 1000kg Nantong Guangyuan Chemicl Co,Ltd
Sincalide pictures 2024-01-02 Sincalide
25126-32-3
US $70.00-700.00 / kg 10kg 0.99 20tons Zibo Hangyu Biotechnology Development Co., Ltd
Sincalide pictures 2023-11-27 Sincalide
25126-32-3
US $0.00 / GRAM 1GRAM 99% 20 TONS Wuhan Senwayer Century Chemical Co.,Ltd
  • Sincalide pictures
  • Sincalide
    25126-32-3
  • US $70.00-700.00 / kg
  • 0.99
  • Zibo Hangyu Biotechnology Development Co., Ltd
  • Sincalide pictures
  • Sincalide
    25126-32-3
  • US $0.00 / GRAM
  • 99%
  • Wuhan Senwayer Century Chemical Co.,Ltd
CHOLECYSTOKININ, OCTAPEPTIDE (26-33), SULFATED CHOLECYSTOKININ OCTAPEPTIDE (SULFATED) CHOLECYSTOKININ OCTAPEPTIDE (SULFATED) AMMONIUM SALT CHOLECYSTOKININ-8 (26-33), HUMAN, SULPHATED AMIDE CHOLECYSTOKININ FRAGMENT 26-33 SULFATED CHOLECYSTOKININ (26-33), SULFATED CHOLECYSTOKININ (26-33) (SULFATED) AMMONIUM SALT CCK OCTAPEPTIDE SULFATED CCK, OCTAPEPTIDE (26-33), SULFATED CCK-OCTAPEPTIDE (26-33) (SULFATED) AMMONIUM CCK-OCTAPEPTIDE(26-33)(SULFATED FORM) CCK OCTAPEPTIDE (CCK-8), SULFATED CCK 26-33, SULFATED CCK-8, SULFATED CCK-8 (SULFATED) AMMONIUM CCK-8 (SULFATED) AMMONIUM SALT CCK-8 (26-33), HUMAN, SULPHATED AMIDE D-Y(SO3H)-MGWMDF-NH2 ASP-TYR(SO3H)-MET-GLY-TRP-MET-ASP-PHE-NH2 ASP-TYR(SO3H)-MET-GLY-TRP-MET-ASP-PHE-NH2 AMMONIUM SINCALIDE (CCK-8) Sincalide ammonium salt Cholecystokinin Octapeptide (sulfated),Sincalide Sincalid Cholecystokinin C-terminal octapeptide Cholecystokinin-pancreozymin SQ-19844 CCK-8, Cholecystokinin octapeptide, Pancreozymin C-terminal octapeptide, Sincalide Cholecystokinin, CCK Octapeptide (26-33) Cholecystokinin Octapeptide, sulfated, CCK-8S Sincalide H-Asp-Tyr(SO3H)-Met-Gly-Trp-Met-Asp-Phe-NH2 Cholecystokinin (26-33), CCK Octapeptide, sulfated Cholecystokinin Octapeptide (sulfated) Sincalide, CCK-8 (sulfated), Cholecystokinin (26-33) (sulfated) Sincalide, CCK-8 (sulfated), Cholecystokinin (26-33) (sulfated) Sincalide (Kinevac) [27-TYR(SO3H)]CHOLECYSTOKININ-FRAGMENT (26-33)-AMIDE PANCREOZYMIN C-TERMINAL OCTAPEPTIDE SINCALIDE Sincalid(CCK-8) (tyr(so3H)27)-cholecystokinin fragment*26-33 amid H-ASP-TYR(SO3H)-MET-GLY-TRP-MET-ASP-PHE-NH2 H-ASP-TYR(SO3H)-MET-GLY-TRP-MET-ASP-PHE-NH2 AMMONIUM SALT CHOLECYSTOKININ [TYR(SO3H)27]-FRAGMENT 26-33 AMIDE CCK Octapeptide CCK-8;SQ-19844;CCK OCTAPEPTIDE (3S)-3-amino-4-[[(2S)-1-[[(2S)-1-[[2-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]amino]-3-carboxy-1-oxopropan-2-yl]amino]-4-(methylthio)-1-oxobutan-2-yl]amino]-3-(1H-indol-3-yl SINCALIDE, >99% Sincalide,CCK-8,SQ19844,Cholecystokinin octapeptide, >99% 3-10-Caerulein, 5-L-methionine- Sincalide?Acetate impurity Sincalide USP/EP/BP Sincalide,CCK-8,SQ19844,Cholecystokinin octapeptide Sincalide 25126-32-3 CCK-8 Cholecystokinin octapeptide Sincalide Acetate (Tyr[SO3H]27)Cholecystokinin fragment 26-33 Amide Sinkalite