NA-Semax-Amidate

Nootropic
Chemical Profile
Molecular Formula
C41H59N11O11
Molar Mass
869.97 g/mol
CAS Number
N/A
Purity Standard
99%+ (HPLC Verified)
Amino Acid Sequence
Ac-Met-Glu-His-Phe-Pro-Gly-Pro-NH2 (N-acetyl, C-terminal amide modification of Semax)

Overview

NA-Semax-Amidate represents an optimized form of the nootropic peptide Semax, incorporating both N-terminal acetylation and C-terminal amidation modifications. These structural changes enhance the peptide's resistance to enzymatic degradation, potentially extending its duration of action and improving CNS bioavailability.

The N-acetyl modification protects against aminopeptidases that would otherwise cleave the N-terminal methionine, while the C-terminal amide provides resistance to carboxypeptidases. Together, these modifications create a more stable molecule that may achieve higher brain concentrations following intranasal administration.

The parent compound Semax is a well-characterized nootropic that enhances BDNF and NGF expression, modulates monoamine neurotransmission, and demonstrates neuroprotective properties. NA-Semax-Amidate is hypothesized to produce similar or enhanced effects due to its improved pharmacokinetic profile, though direct comparative research is still emerging.

This modified form has gained interest in the nootropic research community for applications requiring sustained cognitive enhancement or where the standard Semax's relatively short half-life presents limitations. The combination of proven mechanism with enhanced stability makes it an attractive research tool for studying peptide-based cognitive enhancement.

Synthesis Overview

NA-Semax-Amidate is synthesized via Fmoc solid-phase peptide synthesis using an amide resin to generate the C-terminal amide. Following standard chain assembly of the seven-amino-acid sequence, the N-terminus is acetylated while still on resin using acetic anhydride or acetyl chloride. The acetylation step is performed before final cleavage to ensure complete N-terminal capping. TFA cleavage yields the doubly-modified peptide, which is purified via preparative HPLC under reducing conditions to protect methionine. Mass spectrometry confirms both modifications are present.

Research Applications

  • Enhanced metabolic stability and extended duration cognitive research
  • Blood-brain barrier penetration optimization studies
  • Neurotrophin BDNF and NGF pathway activation investigation
  • Comparative pharmacokinetics with unmodified Semax research
  • Intranasal peptide delivery and CNS bioavailability studies
  • Neuroprotection and cognitive enhancement mechanism research

Related Compounds