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Chemical structure of H-Gly-His-Arg-Pro-NH₂

GA22468

H-Gly-His-Arg-Pro-NH₂

Also known as (2S)-1-[(2S)-2-[[(2S)-2-[(2-aminoacetyl)amino]-3-(1H-imidazol-5-yl)propanoyl]amino]-5-(diaminomethylideneamino)pentanoyl]pyrrolidine-2-carboxamide

The central E region of fibrin contains two sets of polymerization knobs, A and B, that are cryptic in fibrinogen but become exposed after thrombin cleavage of fibrinopeptide A (FpA) and fibrinopeptide B (FpB) from the N-terminus of the Aα- and Bβ-chains, respectively· The location of the binding holes and possible models for knob-hole interactions are known from X-ray crystallographic studies using synthetic peptide analogs of knobs A and B· When fibrinogen fragment D and double-D are crystallized in the presence of both peptide analogs, the knob A peptide mimic H-Gly-Pro-Arg-Pro-NH? (GPRP-amide, H-1998) forms H-bond interactions with residues γ364Asp, γ330Asp, γ329Gln, and γ340His found in hole a· In the same manner, the knob B peptide mimic H-Gly-His-Arg-Pro-NH? (GHRP-amide, H-7318) interacts with residues Bβ397Glu, Bβ398Asp, and Bβ432Asp in hole b

ChemicalCAS209623-54-1MW464.53FormulaC19H32N10O4
CAS number
209623-54-1
Molecular weight
464.53
Formula
C19H32N10O4
Solubility
Soluble in DMSO
InChIKey
FFSSGCULYCDLRM-IHRRRGAJSA-N
Catalogue number
GA22468
Brand
GLPBIO
Computed properties PubChem CID 447016 · XLogP -4.3 · TPSA 241 Ų · H-bond donors 7
XLogP
-4.3
TPSA
241 Ų
H-bond donors
7
H-bond acceptors
7
Rotatable bonds
12
Heavy atoms
33

SMILES C1C[C@H](N(C1)C(=O)[C@H](CCCN=C(N)N)NC(=O)[C@H](CC2=CN=CN2)NC(=O)CN)C(=O)N

Computed descriptors from PubChem (CID 447016), public domain. Identity cross-checked against the supplier's molecular formula and weight — verify before use.

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