ChemicalBook > CAS DataBase List > Sincalide

Sincalide

Product Name
Sincalide
CAS No.
25126-32-3
Chemical Name
Sincalide
Synonyms
CCK-8;Cholecystokinin octapeptide;Sincalide Acetate;Kinevac;Sincalid;SQ-19844;SINCALIDE;Sinkalite;Sincalid(CCK-8);CCK-8, SULFATED
CBNumber
CB7361692
Molecular Formula
C49H62N10O16S3
Formula Weight
1143.27
MOL File
25126-32-3.mol
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Sincalide Property

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
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Safety

Safety Statements 
22-24/25
WGK Germany 
3
8-10-21
HS Code 
2933998090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
C2175
Product name
(Tyr[SO3H]27)Cholecystokinin fragment 26-33 Amide
Purity
≥97% (HPLC), powder
Packaging
250μg
Price
$240
Updated
2024/03/01
Sigma-Aldrich
Product number
C2175
Product name
(Tyr[SO3H]27)Cholecystokinin fragment 26-33 Amide
Purity
≥97% (HPLC), powder
Packaging
0.5mg
Price
$415
Updated
2024/03/01
Sigma-Aldrich
Product number
C2175
Product name
(Tyr[SO3H]27)Cholecystokinin fragment 26-33 Amide
Purity
≥97% (HPLC), powder
Packaging
1mg
Price
$566
Updated
2024/03/01
Alfa Aesar
Product number
J66669
Product name
Cholecystokinin, CCK Octapeptide (26-33)
Packaging
0.5mg
Price
$102
Updated
2023/06/20
Alfa Aesar
Product number
J66669
Product name
Cholecystokinin, CCK Octapeptide (26-33)
Packaging
1mg
Price
$156
Updated
2023/06/20
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Sincalide Chemical Properties,Usage,Production

Originator

Kinevac,Squibb,US,1976

Uses

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

Uses

Choleretic.

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

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View Lastest Price from Sincalide manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
Sincalide 25126-32-3
Price
US $0.00/g
Min. Order
1g
Purity
98%min
Supply Ability
1000g
Release date
2023-01-12
Wuhan Senwayer Century Chemical Co.,Ltd
Product
Sincalide 25126-32-3
Price
US $0.00/GRAM
Min. Order
1GRAM
Purity
99%
Supply Ability
20 TONS
Release date
2022-11-04
Zibo Hangyu Biotechnology Development Co., Ltd
Product
Sincalide 25126-32-3
Price
US $70.00-700.00/kg
Min. Order
10kg
Purity
0.99
Supply Ability
20tons
Release date
2023-11-02

25126-32-3, SincalideRelated Search:


  • [27-TYR(SO3H)]CHOLECYSTOKININ-FRAGMENT (26-33)-AMIDE
  • PANCREOZYMIN C-TERMINAL OCTAPEPTIDE
  • SINCALIDE
  • (Tyr[SO3H]27)Cholecystokinin fragment 26-33 Amide
  • 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
  • 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
  • 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
  • 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%
  • Cholecystokinin octapeptide
  • SINCALIDE (CCK-8)
  • Sincalide ammonium salt
  • Cholecystokinin Octapeptide (sulfated),Sincalide
  • Sincalid
  • Sincalide Acetate
  • 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)
  • 3-10-Caerulein, 5-L-methionine-
  • Sincalide?Acetate impurity
  • Sincalide USP/EP/BP
  • Sincalide,CCK-8,SQ19844,Cholecystokinin octapeptide
  • Sincalide 25126-32-3
  • Sinkalite