(2S)-6-amino-2-[[(2S)-2-[[(2S)-1-[(2S,3R)-2-amino-3-hydroxy-butanoyl]pyrrolidine-2-carbonyl]amino]-5-(diaminomethylideneamino)pentanoyl]amino]hexanoic acid
- Product Name
- (2S)-6-amino-2-[[(2S)-2-[[(2S)-1-[(2S,3R)-2-amino-3-hydroxy-butanoyl]pyrrolidine-2-carbonyl]amino]-5-(diaminomethylideneamino)pentanoyl]amino]hexanoic acid
- CAS No.
- 56767-30-7
- Chemical Name
- (2S)-6-amino-2-[[(2S)-2-[[(2S)-1-[(2S,3R)-2-amino-3-hydroxy-butanoyl]pyrrolidine-2-carbonyl]amino]-5-(diaminomethylideneamino)pentanoyl]amino]hexanoic acid
- Synonyms
- L-Thr-L-Pro-L-Arg-L-Lys-OH;KENTSIN?H-THR-PRO-ARG-LYS-OH;Kentsin? H-Thr-Pro-Arg-Lys-OH;L-Threonyl-L-prolyl-L-arginyl-L-lysine;L-Lysine, L-threonyl-L-prolyl-L-arginyl-;N2-[N2-(1-L-Threonyl-L-prolyl)-L-arginyl]-L-lysine;(2S)-6-amino-2-[[(2S)-2-[[(2S)-1-[(2S,3R)-2-amino-3-hydroxy-butanoyl]pyrrolidine-2-carbonyl]amino]-5-(diaminomethylideneamino)pentanoyl]amino]hexanoic acid
- CBNumber
- CB61236046
- Molecular Formula
- C21H40N8O6
- Formula Weight
- 500.59
- MOL File
- 56767-30-7.mol
N-Bromosuccinimide Price
- Product number
- PEP0009171
- Product name
- CONTRACEPTIVE TETRAPEPTIDE
- Purity
- 95.00%
- Packaging
- 5MG
- Price
- $665.5
- Updated
- 2021/12/16
(2S)-6-amino-2-[[(2S)-2-[[(2S)-1-[(2S,3R)-2-amino-3-hydroxy-butanoyl]pyrrolidine-2-carbonyl]amino]-5-(diaminomethylideneamino)pentanoyl]amino]hexanoic acid Chemical Properties,Usage,Production
Description
Kentsin is a contraceptive polypeptide that has central opiate properties on gastrointestinal motility.
Uses
Kentsin (Thr-Pro-Arg-Lys), a contraceptive tetrapeptide, is originally extracted from hamster embryos. Kentsin prevents the maturation of Graafian follicles and consequently inhibits ovulation, without binding to opioid receptors. Kentsin has opiate properties on gastrointestinal motility[1][3][5][6].
Definition
ChEBI: Kentsin is an oligopeptide.
in vivo
Kentsin (0-100 μg, i.c.v. or intrathecal administration) produces analgesia in both the hotplate and abdominal stretch tests[1].
Kentsin (20 and 100 ng/kg, i.c.v.) inhibits the antral motility index and disrupts the jejunal migrating motor complex in fasted dogs[3].
Kentsin (4.0 μg/kg, i.c.v. 2 hours after the beginning of a meal) restores the "fasted” (the migrating myoelectric complex of intestinal motility), and can be blocked by previous Naloxone (400 μg/kg, i.c.v.)[4].
| Animal Model: | Fasted dogs[3] |
| Dosage: | 20 and 100 ng/kg |
| Administration: | Intracerebroventricular injection (i.c.v.) |
| Result: | Inhibited the antral motility index by 51.2 and 76.1%. Disrupted the jejunal migrating motor complex for 2 and 4 h respectively. |
References
[1] Fox DA, et al. Kentsin: tetrapeptide from hamster embryos produces naloxone-sensitive effects without binding to opioid receptors. Peptides. 1987 Jul-Aug;8(4):613-8. DOI:10.1016/0196-9781(87)90034-9
[2] Suk WA, et al. Increased expression of endogenous xenotropic murine retrovirus by treatment with the tetrapeptides, tuftsin and kentsin. J Gen Virol. 1981 Jan;52(Pt 1):189-94. DOI:10.1099/0022-1317-52-1-189
[3] Bueno L, et al. Central opioid-like influence of a tetrapeptide from hamster embryo (kentsin) on gastrointestinal motility in dogs. Eur J Pharmacol. 1985 Aug 7;114(1):67-70. DOI:10.1016/0014-2999(85)90521-7
[4] Buéno L, et al. A tetrapeptide isolated from hamster embryo with central opiate properties on gastrointestinal motility but not on pain perception. Life Sci. 1986 Jul 14;39(2):141-6. DOI:10.1016/0024-3205(86)90448-0
[5] Wieczorek Z, et al. The immunomodulatory activity of tetra- and tripeptides of tuftsin-kentsin group. Peptides. 1994;15(2):215-21. DOI:10.1016/0196-9781(94)90005-1
(2S)-6-amino-2-[[(2S)-2-[[(2S)-1-[(2S,3R)-2-amino-3-hydroxy-butanoyl]pyrrolidine-2-carbonyl]amino]-5-(diaminomethylideneamino)pentanoyl]amino]hexanoic acid Preparation Products And Raw materials
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(2S)-6-amino-2-[[(2S)-2-[[(2S)-1-[(2S,3R)-2-amino-3-hydroxy-butanoyl]pyrrolidine-2-carbonyl]amino]-5-(diaminomethylideneamino)pentanoyl]amino]hexanoic acid Suppliers
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