Compound record

Bivalirudin

Hirulog; BG-8967

Linear D-amino acid

Sequence

dF-PRPGGGGNGDFEEIPEEYL (N-terminal D-Phe)

FPRPGGGGNGDFEEIPEEYL

Length 20 residues
Formula C98H138N24O33 elemental composition
Molecular weight 2,180.29 g/mol · average mass
CAS number 128270-60-0 registry ID
PubChem CID 16129704 PubChem ID

Length counts residues; formula and mass are the stored free-base values from cited sources; CAS and PubChem identify the substance in public registries. More detail: length & peptide bonds, molecular weight

Structure & modifications

Linear 20-mer. The 1-letter sequence uses F for position 1; stereochemistry is recorded as a D-amino-acid modification.

Notes

Bivalirudin is a synthetic 20-residue bivalent thrombin inhibitor inspired by hirudin: an N-terminal catalytic-site motif, a polyglycine spacer, and a C-terminal exosite I–binding segment.

Stereochemistry that search can miss

Position 1 is D-phenylalanine. The searchable 1-letter sequence stores F; display notation writes dF so chirality is not lost.

SegmentRoleSequence cue
N-terminal tetrapeptideActive-site engagementdF-PRP…
Polyglycine linkerSpans thrombin surfaceGGGG
C-terminal acidic motifExosite I binding…DFEEIPEEYL

Do not confuse bivalirudin with longer hirudin fragments or with heparin’s antithrombin-mediated mechanism. Identity check: CAS 128270-60-0, PubChem CID 16129704.

Classification is linear — there is no disulfide — even though binding is bivalent. Formula and MW refer to the free peptide, not a salt.

Primary-source references

  • PubChem CID 16129704 — bivalirudin
  • CAS 128270-60-0
  • Maraganore J.M. et al. Design and characterization of hirulogs. Biochemistry 1990.

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