Synonym
Hemorphin 4; Tyr-pro-trp-thr;
IUPAC/Chemical Name
L-tyrosyl-L-prolyl-L-tryptophyl-L-threonine
InChi Key
WEGGKZQIJMQCGR-RECQUVTISA-N
InChi Code
InChI=1S/C29H35N5O7/c1-16(35)25(29(40)41)33-26(37)23(14-18-15-31-22-6-3-2-5-20(18)22)32-27(38)24-7-4-12-34(24)28(39)21(30)13-17-8-10-19(36)11-9-17/h2-3,5-6,8-11,15-16,21,23-25,31,35-36H,4,7,12-14,30H2,1H3,(H,32,38)(H,33,37)(H,40,41)/t16-,21+,23+,24+,25+/m1/s1
SMILES Code
C[C@@H](O)[C@@H](C(O)=O)NC([C@H](CC1=CNC2=C1C=CC=C2)NC([C@H]3N(C([C@H](CC4=CC=C(O)C=C4)N)=O)CCC3)=O)=O
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
565.62
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: Yang YR, Chiu TH. Opioid and antiopioid actions of Tyr-MIF-1, Tyr-W-MIF-1 and hemorphin-4 on rat locus coeruleus neurons: intracellular recording in vitro. Chin J Physiol. 1997 Sep 30;40(3):131-5. PubMed PMID: 9434888.
2: Liebmann C, Schrader U, Brantl V. Opioid receptor affinities of the blood-derived tetrapeptides hemorphin and cytochrophin. Eur J Pharmacol. 1989 Aug 3;166(3):523-6. PubMed PMID: 2553436.
3: 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.
4: Zadina JE, Kastin AJ, Kersh D, Wyatt A. Tyr-MIF-1 and hemorphin can act as opiate agonists as well as antagonists in the guinea pig ileum. Life Sci. 1992;51(11):869-85. PubMed PMID: 1355851.
5: Lignot B, Froidevaux R, Nedjar-Arroume N, Guillochon D. Solvent effect on kinetics of appearance of neokyotorphin, VV-haemorphin-4 and a bradykinin-potentiating peptide in the course of peptic hydrolysis of bovine haemoglobin. Biotechnol Appl Biochem. 1999 Dec;30 ( Pt 3):201-7. PubMed PMID: 10574688.
6: Brantl V, Gramsch C, Lottspeich F, Mertz R, Jaeger KH, Herz A. Novel opioid peptides derived from hemoglobin: hemorphins. Eur J Pharmacol. 1986 Jun 17;125(2):309-10. PubMed PMID: 3743640.
7: Lantz I, Glämsta EL, Talbäck L, Nyberg F. Hemorphins derived from hemoglobin have an inhibitory action on angiotensin converting enzyme activity. FEBS Lett. 1991 Aug 5;287(1-2):39-41. PubMed PMID: 1652464.
