Buserelin

For research use only. Not for therapeutic Use.

  • CAT Number: I005260
  • CAS Number: 57982-77-1
  • Molecular Formula: C60H86N16O13
  • Molecular Weight: 1239.44
  • Purity: ≥95%
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Buserelin (Cat.No:I005260) is a Gonadotropin-releasing hormone agonist (GnRH agonist). The drug/’s effects are dependent on the frequency and time course of administration. GnRH is released in a pulsatile fashion in the postpubertal adult. Initial interaction of any GnRH agonist, such as buserelin, with the GnRH receptor induces release of FSH and LH by gonadotrophes.


Catalog Number I005260
CAS Number 57982-77-1
Synonyms

;1-(3-((1H-imidazol-4-yl)methyl)-6-((1H-indol-3-yl)methyl)-15-(tert-butoxymethyl)-21-(3-guanidinopropyl)-12-(4-hydroxybenzyl)-9-(hydroxymethyl)-18-isobutyl-1,4,7,10,13,16,19-heptaoxo-1-(5-oxopyrrolidin-2-yl)-2,5,8,11,14,17,20-heptaazadocosan-22-oyl)-

Molecular Formula C60H86N16O13
Purity ≥95%
Target GnRH agonist
Solubility Soluble in DMSO, not in water
Storage 0 - 4°C for short term ,or -20 °C for long term
IUPAC Name (2S)-N-[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2R)-1-[[(2S)-1-[[(2S)-5-(diaminomethylideneamino)-1-[(2S)-2-(ethylcarbamoyl)pyrrolidin-1-yl]-1-oxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-3-[(2-methylpropan-2-yl)oxy]-1-oxopropan-2-yl]amino]-3-(4-hydroxyphenyl)-1-oxopropan-2-yl]amino]-3-hydroxy-1-oxopropan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-3-(1H-imidazol-5-yl)-1-oxopropan-2-yl]-5-oxopyrrolidine-2-carboxamide
InChI InChI=1S/C60H86N16O13/c1-7-64-57(87)48-15-11-23-76(48)58(88)41(14-10-22-65-59(61)62)69-51(81)42(24-33(2)3)70-56(86)47(31-89-60(4,5)6)75-52(82)43(25-34-16-18-37(78)19-17-34)71-55(85)46(30-77)74-53(83)44(26-35-28-66-39-13-9-8-12-38(35)39)72-54(84)45(27-36-29-63-32-67-36)73-50(80)40-20-21-49(79)68-40/h8-9,12-13,16-19,28-29,32-33,40-48,66,77-78H,7,10-11,14-15,20-27,30-31H2,1-6H3,(H,63,67)(H,64,87)(H,68,79)(H,69,81)(H,70,86)(H,71,85)(H,72,84)(H,73,80)(H,74,83)(H,75,82)(H4,61,62,65)/t40-,41-,42-,43-,44-,45-,46-,47+,48-/m0/s1
InChIKey CUWODFFVMXJOKD-UVLQAERKSA-N
SMILES CCNC(=O)C1CCCN1C(=O)C(CCCN=C(N)N)NC(=O)C(CC(C)C)NC(=O)C(COC(C)(C)C)NC(=O)C(CC2=CC=C(C=C2)O)NC(=O)C(CO)NC(=O)C(CC3=CNC4=CC=CC=C43)NC(=O)C(CC5=CN=CN5)NC(=O)C6CCC(=O)N6
Reference

</br>1:[Downregulation of LH in the bitch after application of the GnRH-agonist buserelin as a slow-release implant]. Piepenbrink A, Failing K, Riesenbeck A, Schmid P, Hoffmann B.Tierarztl Prax Ausg K Kleintiere Heimtiere. 2017 May 3. doi: 10.15654/TPK-160790. [Epub ahead of print] German. PMID: 28466954 </br>2:Short-term buserelin administration induces apoptosis and morphological changes in adult rat testes. Khadivi B, Peirouvi T, JavanmardI MZ, Rasmi Y.Acta Cir Bras. 2017 Feb;32(2):140-147. doi: 10.1590/s0102-865020170206. PMID: 28300875 Free Article</br>3:Impact of phase of the estrous cycle and season on LH surge profile and fertility in dairy cows treated with different GnRH analogs (gonadorelin vs. buserelin). Armengol-Gelonch R, Mallo JM, Ponté D, Jimenez A, Valenza A, Souza AH.Theriogenology. 2017 Mar 15;91:121-126. doi: 10.1016/j.theriogenology.2017.01.001. Epub 2017 Jan 4. PMID: 28215676 </br>4:Effects of a single use of the GnRH analog buserelin on the induction of ovulation and endocrine profiles in heavy draft mares. Miki W, Oniyama H, Takeda N, Kimura Y, Haneda S, Matsui M, Taya K, Nambo Y.J Equine Sci. 2016;27(4):149-156. Epub 2016 Dec 15. PMID: 27974874 Free PMC Article</br>5:Fixed-time post-cervical artificial insemination in weaned sows following buserelin use combined with/without eCG. Baroncello E, Bernardi ML, Kummer AD, Wentz I, Bortolozzo FP.Reprod Domest Anim. 2017 Feb;52(1):76-82. doi: 10.1111/rda.12805. Epub 2016 Sep 30. PMID: 27696569 </br>6:Impact of Buserelin Acetate or hCG Administration on the Day of First Artificial Insemination on Subsequent Luteal Profile and Conception Rate in Murrah Buffalo (Bubalus bubalis). Pandey AK, Ghuman S, Dhaliwal GS, Agarwal SK, Phogat JB.Reprod Domest Anim. 2016 Aug;51(4):478-84. doi: 10.1111/rda.12705. Epub 2016 May 11. PMID: 27170495 </br>7:Buserelin treatment to rats causes enteric neurodegeneration with moderate effects on CRF-immunoreactive neurons and Enterobacteriaceae in colon, and in acetylcholine-mediated permeability in ileum. Sand E, Linninge C, Lozinska L, Egecioglu E, Roth B, Molin G, Weström B, Ekblad E, Ohlsson B.BMC Res Notes. 2015 Dec 28;8:824. doi: 10.1186/s13104-015-1800-x. PMID: 26710832 Free PMC Article</br>8:Impact of buserelin acetate or hCG administration on day 5 post-ovulation on subsequent luteal profile and conception rate in Murrah buffalo (Bubalus bubalis). Pandey AK, Dhaliwal GS, Ghuman SP, Agarwal SK.Anim Reprod Sci. 2015 Nov;162:80-7. doi: 10.1016/j.anireprosci.2015.09.013. Epub 2015 Sep 28. PMID: 26471839 </br>9:Enhanced permeability across Caco-2 cell monolayers by specific mannosylating ligand of buserelin acetate proliposomes. Yingsukwattana K, Puttipipatkhachorn S, Ruktanonchai U, Sarisuta N.J Liposome Res. 2016;26(1):69-79. doi: 10.3109/08982104.2015.1039030. Epub 2015 May 6. PMID: 25945393 </br>10:Effect of gonadorelin, lecirelin, and buserelin on LH surge, ovulation, and progesterone in cattle. Picard-Hagen N, Lhermie G, Florentin S, Merle D, Frein P, Gayrard V.Theriogenology. 2015 Jul 15;84(2):177-83. doi: 10.1016/j.theriogenology.2015.03.004. Epub 2015 Mar 14. PMID: 25890780

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