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Chemical structure of Myelin Basic Protein (85-99) Peptide Antagonist

GA23206

Myelin Basic Protein (85-99) Peptide Antagonist

Also known as (4S)-4-amino-5-[[(2S)-6-amino-1-[(2S)-2-[[(2S)-6-amino-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-6-amino-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[(2S)-2-[[(1S)-1-carboxyethyl]carbamoyl]pyrrolidin-1-yl]-1-oxopropan-2-yl]amino]-1-oxopropan-2-yl]amino]-1-oxopropan-2-yl]amino]-1-oxopropan-2-yl]amino]-1-oxohexan-2-yl]amino]-3-(4-hydroxyphenyl)-1-oxopropan-2-yl]amino]-1-oxopropan-2-yl]amino]-4-carboxy-1-oxobutan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]amino]-1-oxohexan-2-yl]carbamoyl]pyrrolidin-1-yl]-1-oxohexan-2-yl]amino]-5-oxopentanoic acid

The antagonistic 15-peptide EKPKVEAYKAAAAPA competes with MBP (85-99), the immunodominant epitope of myelin basic protein (MBP), a major candidate autoantigen in multiple sclerosis (MS), for binding to human leukocyte antigen (HLA)-DR2· The peptide also inhibits IL-2 secretion by MBP (85-99) specific T-cell clones and induces the production of Th2 cytokines by splenocytes· Furthermore, it could be shown that the peptide is able to suppress experimental autoimmune encephalomyelitis (EAE) in several models in a manner that is equipotent to random amino acid copolymers, such as Copaxone [poly (Y,E,A,K)n]· Therefore, this synthetic peptide might be suitable in the studying of MS

ChemicalCAS444305-16-2MW1543.78FormulaC70H114N18O21
CAS number
444305-16-2
Molecular weight
1543.78
Formula
C70H114N18O21
Solubility
Soluble in DMSO
InChIKey
GCTPUGMTPJIVNC-AYQWIQQISA-N
Catalogue number
GA23206
Brand
GLPBIO
Computed properties PubChem CID 10171150 · XLogP -10 · TPSA 626 Ų · H-bond donors 20
XLogP
-10
TPSA
626 Ų
H-bond donors
20
H-bond acceptors
25
Rotatable bonds
48
Heavy atoms
109

SMILES C[C@@H](C(=O)N[C@@H](C)C(=O)N1CCC[C@H]1C(=O)N[C@@H](C)C(=O)O)NC(=O)[C@H](C)NC(=O)[C@H](C)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CC2=CC=C(C=C2)O)NC(=O)[C@H](C)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](C(C)C)NC(=O)[C@H](CCCCN)NC(=O)[C@@H]3CCCN3C(=O)[C@H](CCCCN)NC(=O)[C@H](CCC(=O)O)N

Computed descriptors from PubChem (CID 10171150), public domain. Identity cross-checked against the supplier's molecular formula and weight — verify before use.

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