VV-Hemorphin-7 | CAS#75808-67-2 | morphinomimetic peptide

MedKoo Cat#: 597787 | Name: VV-Hemorphin-7

Description:

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

VV-Hemorphin-7 is a morphinomimetic peptide.

Chemical Structure

VV-Hemorphin-7

CAS#75808-67-2

Theoretical Analysis

MedKoo Cat#: 597787

Name: VV-Hemorphin-7

CAS#: 75808-67-2

Chemical Formula: C59H82N14O13

Exact Mass: 1194.6186

Molecular Weight: 1195.39

Elemental Analysis: C, 59.28; H, 6.91; N, 16.40; O, 17.40

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

VV-Hemorphin-7; Val-val-tyr-pro-trp-thr-gln-arg-phe;

IUPAC/Chemical Name

L-valyl-L-valyl-L-tyrosyl-L-prolyl-L-tryptophyl-L-threonyl-L-glutaminyl-L-arginyl-L-phenylalanine

InChi Key

FFBBHLKDMHCFTH-AKYHLAPZSA-N

InChi Code

InChI=1S/C59H82N14O13/c1-31(2)47(61)54(81)71-48(32(3)4)55(82)69-43(27-35-19-21-37(75)22-20-35)57(84)73-26-12-18-45(73)53(80)68-42(29-36-30-65-39-16-10-9-15-38(36)39)52(79)72-49(33(5)74)56(83)67-41(23-24-46(60)76)51(78)66-40(17-11-25-64-59(62)63)50(77)70-44(58(85)86)28-34-13-7-6-8-14-34/h6-10,13-16,19-22,30-33,40-45,47-49,65,74-75H,11-12,17-18,23-29,61H2,1-5H3,(H2,60,76)(H,66,78)(H,67,83)(H,68,80)(H,69,82)(H,70,77)(H,71,81)(H,72,79)(H,85,86)(H4,62,63,64)/t33-,40+,41+,42+,43+,44+,45+,47+,48+,49+/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)NC([C@H](C(C)C)NC([C@H](C(C)C)N)=O)=O)=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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 1,195.39 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.

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: Fruitier I, Garreau I, Piot JM. Cathepsin D is a good candidate for the specific release of a stable hemorphin from hemoglobin in vivo: VV-hemorphin-7. Biochem Biophys Res Commun. 1998 May 29;246(3):719-24. PubMed PMID: 9618278. 2: 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. 3: Desiderio C, D'Angelo L, Rossetti DV, Iavarone F, Giardina B, Castagnola M, Massimi L, Tamburrini G, Di Rocco C. Cerebrospinal fluid top-down proteomics evidenced the potential biomarker role of LVV- and VV-hemorphin-7 in posterior cranial fossa pediatric brain tumors. Proteomics. 2012 Jul;12(13):2158-66. doi: 10.1002/pmic.201100499. Epub 2012 Jun 18. PubMed PMID: 22623401. 4: Dagouassat N, Garreau I, Sannier F, Zhao Q, Piot JM. Generation of VV-hemorphin-7 from globin by peritoneal macrophages. FEBS Lett. 1996 Mar 11;382(1-2):37-42. PubMed PMID: 8612760. 5: Dagouassat N, Garreau I, Zhao Q, Sannier F, Piot JM. Kinetic of in vitro generation of some hemorphins: early release of LVV-hemorphin-7, precursor of VV-hemorphin-7. Neuropeptides. 1996 Feb;30(1):1-5. PubMed PMID: 8868292. 6: Garreau I, Zhao Q, Pejoan C, Cupo A, Piot JM. VV-hemorphin-7 and LVV-hemorphin-7 released during in vitro peptic hemoglobin hydrolysis are morphinomimetic peptides. Neuropeptides. 1995 Apr;28(4):243-50. PubMed PMID: 7596489. 7: Szikra J, Benyhe S, Orosz G, Darula Z, Piot JM, Fruitier I, Monory K, Hanoune J, Borsodi A. Radioligand binding properties of VV-hemorphin 7, an atypical opioid peptide. Biochem Biophys Res Commun. 2001 Mar 2;281(3):670-7. PubMed PMID: 11237710. 8: 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. 9: Yatskin ON, Philippova MM, Blishchenko EYu, Karelin AA, Ivanov VT. LVV- and VV-hemorphins: comparative levels in rat tissues. FEBS Lett. 1998 May 29;428(3):286-90. PubMed PMID: 9654150. 10: Lammerich HP, Busmann A, Kutzleb C, Wendland M, Seiler P, Berger C, Eickelmann P, Meyer M, Forssmann WG, Maronde E. Identification and functional characterization of hemorphins VV-H-7 and LVV-H-7 as low-affinity agonists for the orphan bombesin receptor subtype 3. Br J Pharmacol. 2003 Apr;138(8):1431-40. PubMed PMID: 12721098; PubMed Central PMCID: PMC1573796. 11: Blishchenko EY, Sazonova OV, Kalinina OA, Yatskin ON, Philippova MM, Surovoy AY, Karelin AA, Ivanov VT. Family of hemorphins: co-relations between amino acid sequences and effects in cell cultures. Peptides. 2002 May;23(5):903-10. PubMed PMID: 12084521. 12: Froidevaux R, Nedjar-Arroume N, Choisnard L, Bigan M, Guillochon D. Using an experimental design for the optimization of LVV-haemorphin-7 and VV-haemorphin-7 extraction by an organic solvent mixture in the course of bovine haemoglobin peptic hydrolysis. Biotechnol Appl Biochem. 2001 Apr;33(Pt 2):75-83. PubMed PMID: 11277859. 13: Zhao Q, Sannier F, Piot JM. Kinetics of appearance of four hemorphins from bovine hemoglobin peptic hydrolysates by HPLC coupled with photodiode array detection. Biochim Biophys Acta. 1996 Jun 7;1295(1):73-80. PubMed PMID: 8679676. 14: Choisnard L, Durand D, Vercaigne-Marko D, Nedjar-Arroume N, Dhulster P, Guillochon D. A simple method for the two-step preparation of two pure haemorphins from a total haemoglobin peptic hydrolysate by conventional low-pressure chromatographies. Biotechnol Appl Biochem. 2001 Dec;34(Pt 3):173-81. PubMed PMID: 11730485. 15: Lignot B, Froidevaux R, Nedjar-Arroume N, Guillochon D. Solvent effect on kinetics of appearance of haemorphins in the course of peptic hydrolysis of bovine haemoglobin. Biotechnol Appl Biochem. 1999 Feb;29 ( Pt 1):25-30. PubMed PMID: 9889082. 16: Szikra J, Borsodi A. Receptor binding properties of a hemorphin analogue in rat brain membrane preparations. Neurobiology (Bp). 1996;4(3):279-80. PubMed PMID: 9044366. 17: Feron D, Begu-Le Corroller A, Piot JM, Frelicot C, Vialettes B, Fruitier-Arnaudin I. Significant lower VVH7-like immunoreactivity serum level in diabetic patients: evidence for independence from metabolic control and three key enzymes in hemorphin metabolism, cathepsin D, ACE and DPP-IV. Peptides. 2009 Feb;30(2):256-61. doi: 10.1016/j.peptides.2008.11.004. Epub 2008 Nov 17. PubMed PMID: 19061927. 18: Fruitier-Arnaudin I, Cohen M, Bordenave S, Sannier F, Piot JM. Comparative effects of angiotensin IV and two hemorphins on angiotensin-converting enzyme activity. Peptides. 2002 Aug;23(8):1465-70. PubMed PMID: 12182948. 19: Cerpa-Poljak A, Lahnstein J, Mason KE, Smythe GA, Duncan MW. Mass spectrometric identification and quantification of hemorphins extracted from human adrenal and pheochromocytoma tissue. J Neurochem. 1997 Apr;68(4):1712-9. PubMed PMID: 9084445. 20: Karhu T, Akiyama K, Vuolteenaho O, Bergmann U, Naito T, Tatemoto K, Herzig KH. Isolation of new ligands for orphan receptor MRGPRX1-hemorphins LVV-H7 and VV-H7. Peptides. 2017 Oct;96:61-66. doi: 10.1016/j.peptides.2017.08.011. Epub 2017 Sep 1. PubMed PMID: 28867075.