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MedKoo Cat#: 598794 | Name: APTAA-LHRH

Description:

WARNING: This product is for research use only, not for human or veterinary use.

APTAA-LHRH is a gonadorelin antagonist.

Chemical Structure

APTAA-LHRH
CAS#83539-08-6

Theoretical Analysis

MedKoo Cat#: 598794

Name: APTAA-LHRH

CAS#: 83539-08-6

Chemical Formula: C69H91Cl2N17O14

Exact Mass: 1451.6308

Molecular Weight: 1453.49

Elemental Analysis: C, 57.02; H, 6.31; Cl, 4.88; N, 16.38; O, 15.41

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
APTAA-LHRH; APTAA LHRH; APTAALHRH; Org-31276; Org 31276; Org31276; Organon 30276; GNRHANT;
IUPAC/Chemical Name
D-Alanine, N-(1-(N(sup 2)-(N-(N(sup 2)-(N-(N-(N-(N-(N-acetyl-4-chloro-D-phenylalanyl)-4-chloro-D-phenylalanyl)-D-tryptophyl)-L-seryl)-L-tyrosyl)-D-arginyl)-L-leucyl)-L-arginyl)-L-prolyl)-
InChi Key
PHOQLWOIWDIYFR-WUCXBFDXSA-N
InChi Code
InChI=1S/C69H91Cl2N17O14/c1-37(2)30-51(59(93)82-50(13-8-28-77-69(74)75)66(100)88-29-9-14-57(88)65(99)79-38(3)67(101)102)83-58(92)49(12-7-27-76-68(72)73)81-61(95)53(33-42-19-25-46(91)26-20-42)85-64(98)56(36-89)87-63(97)55(34-43-35-78-48-11-6-5-10-47(43)48)86-62(96)54(32-41-17-23-45(71)24-18-41)84-60(94)52(80-39(4)90)31-40-15-21-44(70)22-16-40/h5-6,10-11,15-26,35,37-38,49-57,78,89,91H,7-9,12-14,27-34,36H2,1-4H3,(H,79,99)(H,80,90)(H,81,95)(H,82,93)(H,83,92)(H,84,94)(H,85,98)(H,86,96)(H,87,97)(H,101,102)(H4,72,73,76)(H4,74,75,77)/t38-,49-,50+,51+,52-,53+,54-,55-,56+,57+/m1/s1
SMILES Code
C[C@H](C(O)=O)NC([C@H]1N(C([C@H](CCCNC(N)=N)NC([C@H](CC(C)C)NC([C@@H](CCCNC(N)=N)NC([C@H](CC2=CC=C(O)C=C2)NC([C@H](CO)NC([C@@H](CC3=CNC4=C3C=CC=C4)NC([C@@H](CC5=CC=C(Cl)C=C5)NC([C@@H](CC6=CC=C(Cl)C=C6)NC(C)=O)=O)=O)=O)=O)=O)=O)=O)=O)CCC1)=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 1,453.49 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: van den Dungen HM, Dijkstra H, Hiehle MA, van Rees GP, Schoemaker J. Effects of LHRH antagonist administration to immature male rats on sexual development. Physiol Behav. 1989 Nov;46(5):779-85. PubMed PMID: 2516908. 2: Deckers GH, de Graaf JH, Kloosterboer HJ, Loozen HJ. Properties of a potent LHRH antagonist (Org 30850) in female and male rats. J Steroid Biochem Mol Biol. 1992 Aug;42(7):705-12. PubMed PMID: 1504009. 3: Geisthoevel F, Arana JB, Balmaceda JP, Rojas FJ, Asch RH. Prolactin and gonadotrophin dynamics in response to antagonists of LHRH and dopamine in ovariectomized rhesus monkeys: a dissection of their common secretion. Hum Reprod. 1988 Jul;3(5):591-5. PubMed PMID: 3139699. 4: Sánchez-Criado JE, Hernandez G, Bellido C, Gonzalez D, Tébar M, Diaz-Cruz MA, Alonso R. Periovulatory LHRH, LH and FSH secretion in cyclic rats treated with RU486: effects of exogenous LHRH and LHRH antagonist on LH and FSH secretion at early oestrus. J Endocrinol. 1994 Apr;141(1):7-14. PubMed PMID: 8014605. 5: Uilenbroek JT, Kramer P, van Leeuwen EC, Karels B, Timmerman MA, de Jong FH, de Leeuw R. Recombinant FSH-induced follicle development in immature rats treated with an LHRH antagonist:a direct effect of RU486 on follicular atresia. J Endocrinol. 1996 Jul;150(1):85-92. PubMed PMID: 8708566. 6: van den Dungen HM, van Dieten JA, van Rees GP, Schoemaker J. Testicular weight, tubular diameter and number of Sertoli cells in rats are decreased after early prepubertal administration of an LHRH-antagonist; the quality of spermatozoa is not impaired. Life Sci. 1990;46(15):1081-9. PubMed PMID: 2110279. 7: van Steenbrugge GJ, Ultee-van Gessel AM, Groen M, de Jong FH, Schroeder FH. Administration of an LHRH-antagonist to male mice: effects on in vivo secretion of hormones and on the growth of a transplantable human prostatic carcinoma. Life Sci. 1987 Mar 30;40(13):1335-43. PubMed PMID: 3104711. 8: Sánchez-Criado JE, Galiot F, Bellido C, Gonzalez D, Tébar M. Hypothalamus-pituitary-ovarian axis in cyclic rats lacking progesterone actions. Biol Reprod. 1993 Apr;48(4):916-25. PubMed PMID: 8485257. 9: Burgos-Briceño LA, Schally AV, Bartke A, Asch RH. Inhibition of serum luteinizing hormone and testosterone with an inhibitory analog of luteinizing hormone-releasing hormone in adult male rhesus monkeys. J Clin Endocrinol Metab. 1984 Oct;59(4):601-7. PubMed PMID: 6384248. 10: Pinilla L, Tena-Sempere M, Gonzalez D, Aguilar E. Mechanisms of altered LH secretion in neonatally oestrogenized male rats. J Endocrinol. 1995 Oct;147(1):43-50. PubMed PMID: 7490535. 11: Meijs-Roelofs HM, Kramer P, Van Cappellen WA, Van Leeuwen EC. Effects of a luteinizing hormone-releasing hormone antagonist in late-juvenile female rats: blockade of follicle growth and delay of first ovulation following suppression of gonadotropin concentrations. Biol Reprod. 1990 Oct;43(4):607-13. PubMed PMID: 2126964. 12: van Cappellen WA, van Leeuwen EC, Kramer P, Meijs-Roelofs HM. Prepubertal reduction of the ovarian follicle population by combined LH-releasing hormone antagonist treatment and unilateral ovariectomy influences follicle characteristics but not the ovulation rate at first oestrus. J Endocrinol. 1992 Dec;135(3):439-46. PubMed PMID: 1487698. 13: Day DS, Gozansky WS, Bell C, Kohrt WM. Acute sex hormone suppression reduces skeletal muscle sympathetic nerve activity. Clin Auton Res. 2011 Oct;21(5):339-45. doi: 10.1007/s10286-011-0127-5. Epub 2011 Jun 3. PubMed PMID: 21638047; PubMed Central PMCID: PMC4045644. 14: Pinilla L, Trimiño E, Garnelo P, Bellido C, Aguilar R, Gaytán F, Aguilar E. Changes in pituitary secretion during the early postnatal period and anovulatory syndrome induced by neonatal oestrogen or androgen in rats. J Reprod Fertil. 1993 Jan;97(1):13-20. PubMed PMID: 8464003. 15: Van Cappellen WA, Meijs-Roelofs HM, Kramer P, Van den Dungen HM. Ovarian follicle dynamics in immature rats treated with a luteinizing hormone-releasing hormone antagonist (Org. 30276). Biol Reprod. 1989 Jun;40(6):1247-56. PubMed PMID: 2505868. 16: Sánchez-Criado JE, Tébar M, Ruiz A, Padrón L. The steroid antagonist RU486 given at pro-oestrus induces hypersecretion of follicle-stimulating hormone from oestrus afternoon to early metoestrus in the rat. Eur J Endocrinol. 1997 Sep;137(3):281-6. PubMed PMID: 9330593. 17: Sánchez-Criado JE, Tébar M, Gonzalez D. Mechanism of the stimulatory action of antisteroid RU486 on follicle-stimulating hormone secretion in the cyclic Rat. Horm Res. 1999;51(1):37-42. PubMed PMID: 10095168. 18: Rondeel JM, Klootwijk W, Linkels E, Jeucken PH, Allaerts W, Hofland LJ, Everts ME, Kramer P, de Jong FH, van Haasteren GA, et al. Further studies on the regulation, localization and function of the TRH-like peptide pyroglutamyl-glutamyl-prolineamide in the rat anterior pituitary gland. J Endocrinol. 1995 Aug;146(2):293-300. PubMed PMID: 7561642. 19: Moraloglu O, Kilic S, Karayalçin R, Yuksel B, Tasdemir N, Işik A, Ugur M. Comparison of GnRH agonists and antagonists in normoresponder IVF/ICSI in Turkish female patients. Adv Ther. 2008 Mar;25(3):266-73. doi: 10.1007/s12325-008-0028-8. PubMed PMID: 18345521. 20: Blackwell RE, Rodgers-Neame NT, Bradley EL Jr, Asch RH. Regulation of human prolactin secretion by gonadotropin-releasing hormone in vitro. Fertil Steril. 1986 Jul;46(1):26-31. Erratum in: Fertil Steril 1986 Sep;46(3):538. PubMed PMID: 3087788.