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71730-64-8

71730-64-8 Structure

71730-64-8 Structure
IdentificationBack Directory
[Name]

BOVINE PINEAL ANTIREPRODUCTIVE TRIPEPTIDE ACETATE SALT
[CAS]

71730-64-8
[Synonyms]

THR-SER-LYS
H-Thr-Ser-Lys-OH
thr-ser-lys acetate
threonyl-seryl-lysine
Thr-Ser-Lys acetate salt
H-THR-SER-LYS-OH ACETATE SALT
threonine-serine-lysine acetate
THR-SER-LYS (THR-SER-LYS ACETATE)
L-Lysine, N2-(N-L-threonyl-L-seryl)-
BOVINE PINEAL ANTIREPRODUCTIVE PEPTIDE
BOVINE PINEAL ANTIREPRODUCTIVE TRIPEPTIDE
BOVINE PINEAL ANTIREPRODUCTIVE TRIPEPTIDE ACETATE SALT
Bovine Pineal Antireproductive Tripeptide acetate salt H-Thr-Ser-Lys-OH acetate salt
(2S)-6-amino-2-[[(2S)-2-[[(2S,3R)-2-amino-3-hydroxybutanoyl]amino]-3-hydroxypropanoyl]amino]hexanoic acid
[Molecular Formula]

C13H26N4O6
[MDL Number]

MFCD00057639
[MOL File]

71730-64-8.mol
[Molecular Weight]

334.37
Chemical PropertiesBack Directory
[storage temp. ]

-15°C
Hazard InformationBack Directory
[Uses]

Threonyl-seryl-lysine, a bovine pineal antireproductive tripeptide, has antigonadotropic activity. Threonyl-seryl-lysine binds to luteinizing hormone-releasing hormone (LHRH) at a site comprised of LHRH 2-5[1][3].
[Definition]

ChEBI: Thr-Ser-Lys is an oligopeptide.
[in vivo]

Threonyl-seryl-lysine (175 ng, i.p.) reduces the 5-day compensatory ovarian hypertrophy in unilaterally ovariectomized (UO) mice[1].
Threonyl-seryl-lysine (1 or 5 μg, i.p.) delays vaginal opening time in female Charles River CD rats[2].
Threonyl-seryl-lysine (1 and 10 μg, s.c., for 15 days) increases the weight of ovaries and of adrenals in mice[4].

Animal Model:Unilaterally ovariectomized (UO) mice
Dosage:175 ng
Administration:Intraperitoneal injection (i.p.)
Result:Reduced serum follicle stimulating hormone (FSH) in UO mice.
[References]

[1] Orts RJ, et al. Inhibitory properties of a bovine pineal tripeptide, threonylseryllysine, on serum follicle-stimulating hormone. Neuroendocrinology. 1980 Aug;31(2):92-5. DOI:10.1159/000123056
[2] Benson B. Bovine pineal tripeptide threonylseryllysine retards puberty in female rats. J Pineal Res. 1989;6(4):351-7. DOI:10.1111/j.1600-079x.1989.tb00431.x
[3] Root-Bernstein RS, et al. Bovine pineal antireproductive tripeptide binds to luteinizing hormone-releasing hormone: a model for peptide modulation by sequence specific peptide interactions? Brain Res Bull. 1986 Oct;17(4):519-28. DOI:10.1016/0361-9230(86)90219-4
[4] Vaughan M K, et al. Influence of Thr-Ser-Lys (TSL), a recently isolated pineal peptide, on ovarian and uterine weights and estrous cycles in mice, hamsters and rats. Pineal function (Mathews CD, Seamark RF, eds.), 1981: 165-172.
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