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PT-141 (Bremelanotide)

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Concentration
10 mg per vial
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This product is prepared for LABORATORY RESEARCH USE ONLY and may not be used for other purposes.

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Properties

Molecular Formula C50H68N14O10
Molecular Weight 1025.2
Monoisotopic Mass 1024.52428442
Polar Area 379
Complexity 1950
XLogP 0.7
Heavy Atom Count 74
Hydrogen Bond Donor Count 13
Hydrogen Bond Acceptor Count 12
Rotatable Bond Count 17
Physical Appearance Fine White Lyophilized Powder
Stability Lyophilized protein is to be stored at -20°C. It is recommended to aliquot the reconstituted (dissolved) protein into several discrete vials in order to avoid repeated freezing and thawing. Reconstituted protein can be stored at 4°C
PubChem LCSS PT-141 (Bremelanotide) Laboratory Chemical Safety Summary

Identifiers

CID 9941379
CAS 189691-06-3
InChI InChI=1S/C50H68N14O10/c1-3-4-16-35(58-29(2)65)43(67)64-41-25-42(66)54-20-11-10-18-37(49(73)74)60-46(70)39(23-31-26-56-34-17-9-8-15-33(31)34)62-44(68)36(19-12-21-55-50(51)52)59-45(69)38(22-30-13-6-5-7-14-30)61-47(71)40(63-48(41)72)24-32-27-53-28-57-32/h5-9, 13-15, 17, 26-28, 35-41, 56H, 3-4, 10-12, 16, 18-25H2, 1-2H3, (H, 53, 57)(H, 54, 66)(H, 58, 65)(H, 59, 69)(H, 60, 70)(H, 61, 71)(H, 62, 68)(H, 63, 72)(H, 64, 67)(H, 73, 74)(H4, 51, 52, 55)/t35-, 36-, 37-, 38+, 39-, 40-, 41-/m0/s1
InChIKey FFHBJDQSGDNCIV-MFVUMRCOSA-N
Isomeric SMILES CCCC[C@@H](C(=O)N[C@H]1CC(=O)NCCCC[C@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](NC(=O)[C@@H](NC1=O)CC2=CN=CN2)CC3=CC=CC=C3)CCCN=C(N)N)CC4=CNC5=CC=CC=C54)C(=O)O)NC(=O)C
Canonical SMILES CCCCC(C(=O)NC1CC(=O)NCCCCC(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC1=O)CC2=CN=CN2)CC3=CC=CC=C3)CCCN=C(N)N)CC4=CNC5=CC=CC=C54)C(=O)O)NC(=O)C
IUPAC Name (3S, 6S, 9R, 12S, 15S, 23S)-15-[[(2S)-2-acetamidohexanoyl]amino]-9-benzyl-6-[3-(diaminomethylideneamino)propyl]-12-(1H-imidazol-5-ylmethyl)-3-(1H-indol-3-ylmethyl)-2, 5, 8, 11, 14, 17-hexaoxo-1, 4, 7, 10, 13, 18-hexazacyclotricosane-23-carboxylic acid

2D Structure

Generated by Extreme Peptide with Open Babel, version 2.3.1, http://openbabel.org (accessed June 28, 2022)

PT-141 (Bremelanotide) 2D molecular structure vector generated with oBabel

Description

PT-141 is a synthetic variant of the naturally occurring peptide hormone alpha-melanocyte stimulating hormone (α-MSH)1 and has been proven as an effective agent for the improvement of sexual dysfunction in both male and female animal test subjects2.

Naturally occurring α-MSH acts as an agonist of melanocortin receptors MC1, MC3, and MC4; receptor MC1 has been shown to be responsible for skin pigmentation effects, while MC3 and MC4 are responsible for effects on appetite, metabolism, and sexual activity3. Using this understanding of the native peptide, PT-141 was developed as an agent meant only to bind melanocortin receptors MC3 and MC4, thereby acting as a selective stimulator of cellular metabolic and erectile effects4.

PT-141 has been shown to be a lipolytic (fat cell-destroying) agent5, a suppressant of appetite6, and a stimulant of libido in animal test subjects4. PT-141 has demonstrated great efficacy in reducing caloric intake, while eliminating cholesterol and fat stores in obese mice through its targeted metabolic action7.

Product Comparison

PT-141 is structurally similar to the biosynthetic peptide hormone Melanotan II, but has shown to be a potent binding agent of MC3 and MC4 only, demonstrating no affinity for MC1. In animal tests, PT-141 has proven quite effective at correcting sexual dysfunction2, while Melanotan II induces an additional effect on skin tone.

Unlike other agents that have an effect on erectile response (e.g. Viagra), PT-141 performs no action on the vascular system, but rather induces arousal and heightens sexual desire via the nervous system – binding important receptors in the brain8.

Melatonan I is also structurally similar to PT-141, both being synthetic analogues of α-MSH, but Melanotan I is only active in binding the MC1 receptor3, thereby producing skin tanning effects and neglecting any stimulation of sexual response. Though these agents look alike, they could not be more separate in function.

Synonyms:

PT 141; PT141; Bremelanotide; Bremelin


Peer-Reviewed Sources:

  1. Molinoff, P. B., Shadiack, A. M., Earle, D., Diamond, L. E., & Quon, C. Y. (2003). PT‐141: a melanocortin agonist for the treatment of sexual dysfunction. Annals of the New York Academy of Sciences, 994(1), 96-102. ↩︎
  2. Diamond, L. E., Earle, D. C., Heiman, J. R., Rosen, R. C., Perelman, M. A., & Harning, R. (2006). An effect on the subjective sexual response in premenopausal women with sexual arousal disorder by bremelanotide (PT-141), a melanocortin receptor agonist. The journal of sexual medicine, 3(4), 628-638. ↩︎
  3. Schiöth, H. B., Muceniece, R., Mutulis, F., Prusis, P., Lindeberg, G., Sharma, S. D., & Wikberg, J. E. (1997). Selectivity of cyclic [D-Nal 7] and [D-Phe 7] substituted MSH analogues for the melanocortin receptor subtypes. Peptides,18(7), 1009-1013. ↩︎
  4. King, S.H.; Mayorov AV; Balse-Srinivasan P; Hruby VJ; Vanderah TW; Wessells H. (2007).”Melanocortin Receptors, Melanotropic Peptides and Penile Erection”. Curr Top Med Chem. 7(11): 1098–1106. ↩︎
  5. Brito, M. N., Brito, N. A., Baro, D. J., Song, C. K., & Bartness, T. J. (2007). Differential activation of the sympathetic innervation of adipose tissues by melanocortin receptor stimulation. Endocrinology, 148(11), 5339-5347. ↩︎
  6. Vergoni, A. V., & Bertolini, A. (2000). Role of melanocortins in the central control of feeding. European journal of pharmacology, 405(1), 25-32. ↩︎
  7. Chen, A. S., Metzger, J. M., Trumbauer, M. E., Guan, X. M., Yu, H., Frazier, E. G., & Van der Ploeg, L. H. (2000). Role of the melanocortin-4 receptor in metabolic rate and food intake in mice. Transgenic research, 9(2), 145-154. ↩︎
  8. Wessells, H., Fuciarelli, K., Hansen, J., Hadley, M. E., Hruby, V. J., Dorr, R., & Levine, N. (1998). Synthetic melanotropic peptide initiates erections in men with psychogenic erectile dysfunction: double-blind, placebo controlled crossover study. The Journal of urology, 160(2), 389-393. ↩︎

All literature, information, and data, provided on this website are for informational and educational purposes only.

Accurate research is our priority.

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