A synthetic GNRH agonist
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Buserelin-NHNH2 (trifluoroacetate salt)

Item No. 24156

Technical Information
Formal Name
6-[O-(1,1-dimethylethyl)-D-serine]-9-(N-ethyl-L-prolinamide)-1-9-luteinizing hormone-releasing factor (swine), hydrazide, 2,2,2-trifluoroacetate
Molecular Formula
C58H83N17O13 • XCF3COOH
Formula Weight
Purity
≥95%
Formulation
A lyophilized solid
Water: 1 mg/mlWater: 1 mg/ml
SMILES
OC[C@H](NC([C@@H](NC([C@H](CC1=CNC=N1)NC([C@H]2CCC(N2)=O)=O)=O)CC3=CNC4=C3C=CC=C4)=O)C(N[C@@H](CC5=CC=C(O)C=C5)C(N[C@H](COC(C)(C)C)C(N[C@@H](CC(C)C)C(N[C@@H](CCCNC(N)=N)C(N6CCC[C@H]6C(NN)=O)=O)=O)=O)=O)=O.OC(C(F)(F)F)=O
InChi Code
InChI=1S/C58H83N17O13.C2HF3O2/c1-31(2)22-40(49(80)67-39(12-8-20-63-57(59)60)56(87)75-21-9-13-46(75)55(86)74-61)68-54(85)45(29-88-58(3,4)5)73-50(81)41(23-32-14-16-35(77)17-15-32)69-53(84)44(28-76)72-51(82)42(24-33-26-64-37-11-7-6-10-36(33)37)70-52(83)43(25-34-27-62-30-65-34)71-48(79)38-18-19-47(78)66-38;3-2(4,5)1(6)7/h6-7,10-11,14-17,26-27,30-31,38-46,64,76-77H,8-9,12-13,18-25,28-29,61H2,1-5H3,(H,62,65)(H,66,78)(H,67,80)(H,68,85)(H,69,84)(H,70,83)(H,71,79)(H,72,82)(H,73,81)(H,74,86)(H4,59,60,63);(H,6,7)/t38-,39+,40+,41+,42+,43+,44+,45-,46+;/m1./s1
InChi Key
KGJOZVCZTNGKDD-IIYAHAGKSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Buserelin is a synthetic gonadotropin-releasing hormone (GNRH) agonist that is at least 20 times more potent than GNRH.1,2 It is a long-acting agent that, after an initial increase in sex hormone levels, decreases the level of circulating gonadotropins and sex hormones.2 Buserelin (20 µg/kg) reduces tumor growth in a DMBA-induced rat model of mammary cancer.3 It induces enteric neurodegeneration, decreasing the number of luteinizing hormone receptor-positive neurons in the rat gastrointestinal tract, when administered at a dose of 1 mg/kg for 5 days.4 Formulations containing buserelin have been used in the treatment of hormone-dependent prostate cancer and endometriosis.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Conn, P.M., and Crowley, W.F., Jr. Gonadotropin-releasing hormone and its analogs. Annu. Rev. Med. 45, 391-405 (1994).

    2. Sandow, J., von Rechenberg, W., Jerzabek, G., et alHypothalamic-pituitary-testicular function in rats after supraphysiological doses of a highly active LRH analogue (buserelin). Acta Endocrinol. (Copenh.) 94(4), 489-497 (1980).

    3. Koibuchi, Y., Sugamata, N., Iino, Y., et alThe mechanisms of antitumor effects of luteinizing hormone-releasing hormone agonist (buserelin) in 7, 12-dimethylbenz(a)anthracene-induced rat mammary cancer. Int. J. Mol. Med. 4(2), 145-148 (1999).

    4. Sand, E., Voss, U., Hammar, O., et alGonadotropin-releasing hormone analog buserelin causes neuronal loss in rat gastrointestinal tract. Cell Tissue Res. 351(3), 521-534 (2013).