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MedKoo Cat#: 597794 | Name: Hemorphin 7

Description:

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

Hemorphin 7 is an opioid peptide fragment of hemoglobin; blood plasma levels of hemorphin-7 increases after long distance running; acts as neurotransmitter antagonist.

Chemical Structure

Hemorphin 7
Hemorphin 7
CAS#152685-85-3

Theoretical Analysis

MedKoo Cat#: 597794

Name: Hemorphin 7

CAS#: 152685-85-3

Chemical Formula: C49H64N12O11

Exact Mass: 996.4818

Molecular Weight: 997.12

Elemental Analysis: C, 59.02; H, 6.47; N, 16.86; O, 17.65

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 #
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Synonym
Hemorphin 7; Tyr-pro-trp-thr-gln-arg-phe; Hemorphin-7;
IUPAC/Chemical Name
L-tyrosyl-L-prolyl-L-tryptophyl-L-threonyl-L-glutaminyl-L-arginyl-L-phenylalanine
InChi Key
PAJVBIPSWDYNHN-JMJBHNTOSA-N
InChi Code
InChI=1S/C49H64N12O11/c1-27(62)41(46(69)57-36(19-20-40(51)64)43(66)56-35(13-7-21-54-49(52)53)42(65)59-38(48(71)72)24-28-9-3-2-4-10-28)60-44(67)37(25-30-26-55-34-12-6-5-11-32(30)34)58-45(68)39-14-8-22-61(39)47(70)33(50)23-29-15-17-31(63)18-16-29/h2-6,9-12,15-18,26-27,33,35-39,41,55,62-63H,7-8,13-14,19-25,50H2,1H3,(H2,51,64)(H,56,66)(H,57,69)(H,58,68)(H,59,65)(H,60,67)(H,71,72)(H4,52,53,54)/t27-,33+,35+,36+,37+,38+,39+,41+/m1/s1
SMILES Code
O=C(O)[C@H](CC1=CC=CC=C1)NC([C@H](CCCNC(N)=N)NC([C@H](CCC(N)=O)NC([C@H]([C@H](O)C)NC([C@H](CC2=CNC3=C2C=CC=C3)NC([C@H]4N(C([C@H](CC5=CC=C(O)C=C5)N)=O)CCC4)=O)=O)=O)=O)=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 997.12 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: Maraninchi M, Feron D, Fruitier-Arnaudin I, Bégu-Le Corroller A, Nogueira JP, Mancini J, Valéro R, Piot JM, Vialettes B. Serum hemorphin-7 levels are decreased in obesity. Obesity (Silver Spring). 2013 Feb;21(2):378-81. doi: 10.1002/oby.20280. PubMed PMID: 23532992. 2: Zeccola M, Longhi R, Rossetti DV, D'Angelo L, Tamburrini G, Di Rocco C, Giardina B, Castagnola M, Desiderio C. Development and validation of a capillary electrophoresis tandem mass spectrometry analytical method for the determination of Leu-Val-Val- and Val-Val-hemorphin-7 peptides in cerebrospinal fluid. J Chromatogr A. 2012 Dec 7;1267:170-7. doi: 10.1016/j.chroma.2012.07.007. Epub 2012 Jul 14. PubMed PMID: 22841664. 3: Dejouvencel T, Féron D, Rossignol P, Sapoval M, Kauffmann C, Piot JM, Michel JB, Fruitier-Arnaudin I, Meilhac O. Hemorphin 7 reflects hemoglobin proteolysis in abdominal aortic aneurysm. Arterioscler Thromb Vasc Biol. 2010 Feb;30(2):269-75. doi: 10.1161/ATVBAHA.109.198309. Epub 2009 Nov 12. PubMed PMID: 19910633. 4: Murillo L, Piot JM, Coitoux C, Fruitier-Arnaudin I. Brain processing of hemorphin-7 peptides in various subcellular fractions from rats. Peptides. 2006 Dec;27(12):3331-40. Epub 2006 Nov 9. PubMed PMID: 17097762. 5: Sanderson K, Andrén PE, Caprioli RM, Nyberg F. In vitro metabolism of LVV-hemorphin-7 in human plasma studied by reversed-phase high-performance liquid chromatography and micro-electrospray mass spectrometry. J Chromatogr A. 1996 Aug 30;743(1):207-12. PubMed PMID: 8817883. 6: Sanderson K, Nyberg F, Khalil Z. Modulation of peripheral inflammation by locally administered hemorphin-7. Inflamm Res. 1998 Feb;47(2):49-55. PubMed PMID: 9535541. 7: Huang EY, Chen YH, Huang TY, Chen YJ, Chow LH. Chronic administration of nandrolone increases susceptibility to morphine dependence without correlation with LVV-hemorphin 7 in rats. Neuropeptides. 2016 Oct;59:63-69. doi: 10.1016/j.npep.2016.05.005. Epub 2016 May 26. PubMed PMID: 27289274. 8: Fruiter-Arnaudin II, Cohen MM, Nervi SS, Bordenave SS, Sannier FF, Piot JM. Reduced level of opioid peptides, hemorphin-7 peptides, in serum of diabetic patients. Diabetes Care. 2003 Aug;26(8):2480. PubMed PMID: 12882893. 9: Cohen M, Fruitier-Arnaudin I, Sauvan R, Birnbaum D, Piot JM. Serum levels of Hemorphin-7 peptides in patients with breast cancer. Clin Chim Acta. 2003 Nov;337(1-2):59-67. PubMed PMID: 14568181. 10: Feron D, Piot JM, Fruitier-Arnaudin I. Proteolytic degradation by cathepsin D of glycated hemoglobin from diabetes patients gives rise to hemorphin-7 peptides. Peptides. 2010 May;31(5):956-61. doi: 10.1016/j.peptides.2010.02.019. Epub 2010 Mar 3. PubMed PMID: 20206221. 11: Glämsta EL, Mørkrid L, Lantz I, Nyberg F. Concomitant increase in blood plasma levels of immunoreactive hemorphin-7 and beta-endorphin following long distance running. Regul Pept. 1993 Nov 19;49(1):9-18. PubMed PMID: 7904083. 12: Song CZ, Wang QW, Song CC. Hemorphin as a prognostic biomarker and potential drug for breast cancer? Int J Cancer. 2012 Aug 15;131(4):1011-2. doi: 10.1002/ijc.26450. Epub 2011 Oct 23. PubMed PMID: 21953447. 13: Ianzer D, Konno K, Xavier CH, Stöcklin R, Santos RA, de Camargo AC, Pimenta DC. Hemorphin and hemorphin-like peptides isolated from dog pancreas and sheep brain are able to potentiate bradykinin activity in vivo. Peptides. 2006 Nov;27(11):2957-66. Epub 2006 Aug 9. PubMed PMID: 16904236. 14: Barkhudaryan N, Zakaryan H, Sarukhanyan F, Gabrielyan A, Dosch D, Kellermann J, Lottspeich F. Hemorphins act as homeostatic agents in response to endotoxin-induced stress. Neurochem Res. 2010 Jun;35(6):925-33. doi: 10.1007/s11064-009-0097-3. Epub 2009 Dec 5. PubMed PMID: 19967445. 15: Zhao Q, Garreau I, Sannier F, Piot JM. Opioid peptides derived from hemoglobin: hemorphins. Biopolymers. 1997;43(2):75-98. Review. PubMed PMID: 9216245. 16: Song CZ, Wang QW, Liu H, Song CC. Inhibition of intraerythrocytic proteasome retards the generation of hemorphins. Peptides. 2012 Jan;33(1):170-3. doi: 10.1016/j.peptides.2011.11.021. Epub 2011 Dec 2. PubMed PMID: 22154669. 17: Song CZ, Wang QW, Song CC. Does acupuncture modulate anti-inflammation via haemorphin in obesity? Acupunct Med. 2014 Apr;32(2):205-6. doi: 10.1136/acupmed-2014-010541. Epub 2014 Mar 5. PubMed PMID: 24598059. 18: Collinder E, Nyberg F, Sanderson-Nydahl K, Gottlieb-Vedi M, Lindholm A. The opioid haemorphin-7 in horses during low-speed and high-speed treadmill exercise to fatigue. J Vet Med A Physiol Pathol Clin Med. 2005 May;52(4):162-5. PubMed PMID: 15882399. 19: Poljak A, McLean CA, Sachdev P, Brodaty H, Smythe GA. Quantification of hemorphins in Alzheimer's disease brains. J Neurosci Res. 2004 Mar 1;75(5):704-14. PubMed PMID: 14991846. 20: Fruitier I, Garreau I, Lacroix A, Cupo A, Piot JM. Proteolytic degradation of hemoglobin by endogenous lysosomal proteases gives rise to bioactive peptides: hemorphins. FEBS Lett. 1999 Mar 19;447(1):81-6. PubMed PMID: 10218587.