Dynorphin A (1-13) Chemical Properties

Density 

1.39±0.1 g/cm3(Predicted)

RTECS 

JV7436666

storage temp. 

Inert atmosphere,Store in freezer, under -20°C

pka

3.31±0.10(Predicted)

form 

Solid

Water Solubility 

Water: ≥ 60 mg/mL (37.41 mM)

Sequence

H-Tyr-Gly-Gly-Phe-Leu-Arg-Arg-Ile-Arg-Pro-Lys-Leu-Lys-OH

InChI

InChI=1/C75H126N24O15/c1-7-45(6)61(70(111)94-53(25-17-35-87-75(83)84)71(112)99-36-18-26-58(99)69(110)93-50(21-11-13-31-76)64(105)96-56(38-44(4)5)67(108)95-54(72(113)114)22-12-14-32-77)98-65(106)52(24-16-34-86-74(81)82)91-63(104)51(23-15-33-85-73(79)80)92-66(107)55(37-43(2)3)97-68(109)57(40-46-19-9-8-10-20-46)90-60(102)42-88-59(101)41-89-62(103)49(78)39-47-27-29-48(100)30-28-47/h8-10,19-20,27-30,43-45,49-58,61,100H,7,11-18,21-26,31-42,76-78H2,1-6H3,(H,88,101)(H,89,103)(H,90,102)(H,91,104)(H,92,107)(H,93,110)(H,94,111)(H,95,108)(H,96,105)(H,97,109)(H,98,106)(H,113,114)(H4,79,80,85)(H4,81,82,86)(H4,83,84,87)/t45-,49-,50-,51-,52-,53-,54-,55-,56-,57-,58-,61-/s3

InChIKey

OVVIBUHLQIYUEU-JASZZEBFNA-N

SMILES

N1(CCC[C@H]1C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(C)C)C(=O)N[C@H](C(=O)O)CCCCN)C(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H]([C@@H](C)CC)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](NC(=O)CNC(=O)CNC(=O)[C@@H](N)CC1C=CC(O)=CC=1)CC1C=CC=CC=1 |&1:4,8,17,25,36,47,48,55,66,77,85,97,r|

Safety Information

WGK Germany 

3

HS Code 

2933998090

MSDS

• Language:English Provider:SigmaAldrich

Dynorphin A (1-13) Usage And Synthesis

Description

Dynorphin A(1-13), a tridecapeptide of the endogenous opioid peptides, has modest effects in reducing mild opiate withdrawal in humans. Previous studies revealed that dynorphin also potentiates the analgesic effect of morphine in morphine-tolerant rats and mice. The therapeutic potential of dynorphin A(1-13) is limited due to extensive metabolism by human metabolic enzymes resulting in an in vivo half-life of less than one minute. Chemical modifications of dynorphin A(1-13), such as N-methylation of Tyr1 and amidation of the C-terminus have been shown to be effective in protecting against the proteolytic enzymes in human plasma^[1].

Application

Dynorphin A (1-13) has been used as a test compound in the field asymmetric waveform ion mobility spectrometry coupled to mass spectrometry (FAIMS/IMS/MS).

Biochem/physiol Actions

Dynorphin A (1-13), a bioactive product of dynorphin A displays interaction with N-methyl- D-aspartate (NMDA) as well as with opioid receptors. It elevates intracellular calcium [Ca²⁺]i level and contributes to the loss of neurons affecting neuronal viability.

References

[1] B BRUGOS; G H. Metabolism of dynorphin A(1-13).[J]. Pharmazie, 2004.

Dynorphin A (1-13)(72957-38-1)Related Product Information

• DYNORPHIN B (1-13)
• H-TYR-GLY-GLY-PHE-LEU-ARG-ARG-ILE-ARG-PRO-OH
• LEU-ENKEPHALIN-ARG
• dynorphin B (1-29)
• DYNORPHIN B (1-9)
• TYR-GLY-GLY-PHE-LEU-ARG-ARG-ILE-ARG-PRO-LYS-LEU-LYS-TRP-ASP-ASN-GLN-NH2
• Dynorphin A (1-13)
• L-LEUCYL-L-ALANINE
• (D-ARG6)-DYNORPHIN A (1-13),[D-ARG6]-DYNORPHIN A (1-13), PORCINE
• DYNORPHIN A (2-13), PORCINE,DYNORPHIN A (2-13)
• dynorphin amide (1-13), Ala(2)-(5-F-Phe)(4)-
• [D-ALA2]-DYNORPHIN A (1-13) AMIDE,[DALA2] DYNORPHIN A (1-13), AMIDE, PORCINE
• [DALA2, DARG6] DYNORPHIN A, (1-13), PORCINE,(D-ALA2,D-ARG6)-DYNORPHIN A (1-13)
• (ARG11,13)-DYNORPHIN A (1-13)-GLY-NH-(CH2)5-NH2,(ARG11,13)-DYNORPHIN A (1-13)-GLY-5-AMINO-PENTYLAMIDE
• DYNORPHIN A (1-11) AMIDE
• DYNORPHIN A (1-10) AMIDE
• H-LYS-LEU-NH2
• LEU-ENKEPHALIN AMIDE