Asp-Tyr-Met-Gly-Trp-Met-Asp-Phe-NH2 - 25679-24-7

Asp-Tyr-Met-Gly-Trp-Met-Asp-Phe-NH2

Catalog Number: EVT-242090
CAS Number: 25679-24-7
Molecular Formula: C49H62N10O13S2
Molecular Weight: 1063.2 g/mol
The product is for non-human research only. Not for therapeutic or veterinary use.

Product Introduction

Description

The peptide "Asp-Tyr-Met-Gly-Trp-Met-Asp-Phe-NH2" is a synthetic sequence that has been the subject of various studies due to its potential biological activities. Peptides, in general, are known for their diverse roles in biological systems and have been explored for their therapeutic potential. The analysis of this specific peptide sequence involves understanding its structure-activity relationships, mechanism of action, and applications in various fields.

Mechanism of Action

The mechanism of action of peptides can be quite complex, involving interactions with cellular receptors, enzymes, or other macromolecules. For instance, the pentapeptide analog "Tyr-dTrp-Gly-Phe-Met-NH2" has been shown to specifically release growth hormone (GH) in vitro without affecting the release of other hormones such as LH, FSH, TSH, PRL, or ACTH1. This specificity is attributed to the presence of an aromatic amino acid residue at the second position, which is crucial for the GH-releasing activity. The study emphasizes the importance of the stereochemistry of the amino acids, as the dTrp or dPhe residues are necessary for activity, while their l counterparts are not1. Although the exact peptide sequence "Asp-Tyr-Met-Gly-Trp-Met-Asp-Phe-NH2" was not studied, the insights from the pentapeptide analog provide valuable information on how such sequences might interact with pituitary cells to modulate hormone release.

Applications in Various Fields

Peptides have a wide range of applications in various fields, including medicine, biochemistry, and pharmacology. The radical scavenging activities of dipeptides containing Tyr, Trp, Cys, and Met have been evaluated, demonstrating their potential in protecting human erythrocytes against oxidative damage2. This oxidative damage can lead to hemolysis, oxidation of hemoglobin, and depletion of important antioxidants like glutathione (GSH) and catalase (CAT). The study found that Tyr- and Trp-containing dipeptides were particularly effective in quenching radicals and protecting cells from oxidative stress2. This suggests that peptides with similar sequences, such as "Asp-Tyr-Met-Gly-Trp-Met-Asp-Phe-NH2", could potentially be developed as therapeutic agents to mitigate oxidative damage in cells, which is a common pathway in various diseases.

Properties

CAS Number

25679-24-7

Product Name

Asp-Tyr-Met-Gly-Trp-Met-Asp-Phe-NH2

IUPAC Name

(3S)-3-amino-4-[[(2S)-1-[[(2S)-1-[[2-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]amino]-3-carboxy-1-oxopropan-2-yl]amino]-4-methylsulfanyl-1-oxobutan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-2-oxoethyl]amino]-4-methylsulfanyl-1-oxobutan-2-yl]amino]-3-(4-hydroxyphenyl)-1-oxopropan-2-yl]amino]-4-oxobutanoic acid

Molecular Formula

C49H62N10O13S2

Molecular Weight

1063.2 g/mol

InChI

InChI=1S/C49H62N10O13S2/c1-73-18-16-34(55-47(70)37(21-28-12-14-30(60)15-13-28)58-44(67)32(50)23-41(62)63)45(68)53-26-40(61)54-38(22-29-25-52-33-11-7-6-10-31(29)33)48(71)56-35(17-19-74-2)46(69)59-39(24-42(64)65)49(72)57-36(43(51)66)20-27-8-4-3-5-9-27/h3-15,25,32,34-39,52,60H,16-24,26,50H2,1-2H3,(H2,51,66)(H,53,68)(H,54,61)(H,55,70)(H,56,71)(H,57,72)(H,58,67)(H,59,69)(H,62,63)(H,64,65)/t32-,34-,35-,36-,37-,38-,39-/m0/s1

InChI Key

OIXQINQYMGNCII-YRVFCXMDSA-N

SMILES

CSCCC(C(=O)NCC(=O)NC(CC1=CNC2=CC=CC=C21)C(=O)NC(CCSC)C(=O)NC(CC(=O)O)C(=O)NC(CC3=CC=CC=C3)C(=O)N)NC(=O)C(CC4=CC=C(C=C4)O)NC(=O)C(CC(=O)O)N

Synonyms

des(SO3)CCK-8
desulfated cholecystokinin-8
desulfated sincalide

Canonical SMILES

CSCCC(C(=O)NC(CC1=CC=C(C=C1)O)C(=O)C(=O)C(CC(=O)O)N)NC(=O)CNC(=O)C(CC2=CNC3=CC=CC=C32)NC(=O)C(CCSC)NC(=O)C(CC(=O)O)NC(=O)C(CC4=CC=CC=C4)NN

Isomeric SMILES

CSCC[C@@H](C(=O)NCC(=O)N[C@@H](CC1=CNC2=CC=CC=C21)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](CC3=CC=CC=C3)C(=O)N)NC(=O)[C@H](CC4=CC=C(C=C4)O)NC(=O)[C@H](CC(=O)O)N

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