Released on: March 3, 2008, 3:12 pm

Press Release Author: AnaSpec Inc.

Industry: Biotech

Press Release Summary: AnaSpec has introduced two novel amino acids that offer
additional tools and functionality for peptide chemists.

Press Release Body: San Jose, CA - March 3, 2008

AnaSpec, a worldwide provider of custom peptides, has introduced two novel amino
acids that offer additional tools and functionality for peptide chemists.

Fmoc-TOAC-OH



TOAC (2,2,6,6-tetramethylpiperidine-1oxyl-4-amino-4-carboxylic acid) is a nitroxide
spin-label used in electron spin resonance, ESR (also known as electron paramagnetic
resonance, EPR) studies.1,2 This Ca-tetrasubstituted cyclic structure unnatural
amino acid is an excellent and relatively rigid ESR probe, making it a useful tool
in the study of peptide backbone conformational properties.2 TOAC has been shown to
be an effective ß-turn and 310/a-helix promoter in peptides as well as a
fluorescence quencher. Publications have reported the use of Fmoc-TOAC-OH in the
synthesis of internally containing spin probe peptide sequence,3,4 which was
previously not possible with BOC protected TOAC. The incorporation of this amino
acid has also been reported in the synthesis of a biologically active hormone.2

Fmoc-Lys(Nvoc)-OH


4, 5-dimethoxy-2-nitrobenzyloxycarbonyl (Nvoc) is a photocleavable protecting group
used for side-chain amine protection or for a-amine blocking. Compared with another
photocleavable protecting group Z(2-NO2), Nvoc deprotection gave a higher yield
under similar condition. Fmoc-Lys(Nvoc)-OH has been used in the solid phase peptide
synthesis of selectively functionalized HIV and caged peptides.5,6 The removal of
the Nvoc group, from the protected peptide, is compatible with the presence of a
reactive maleimide linker which is useful for conjugation of peptides to proteins
containing thiol groups.5
Company Info

AnaSpec, Inc. is a leading provider of integrated proteomics solutions to
pharmaceutical, biotech, and academic research institutions throughout the world.
With a vision for innovation through synergy, AnaSpec focuses on three core
technologies: peptides, detection reagents (dyes, assay kits, & antibodies), and
combinatorial chemistry.
For more information, visit www.anaspec.com

References:
1. Rassat, A. and P. Rey. Bull. Soc. Chim. Fr. 3, 815 (1967).
2. Barbosa, SR. et al. FEBS Lett. 446, 45 (1999).
3. Marchetto, R. et al. J. Am. Chem. Soc. 115, 11042 (1993).
4. Martin, L. et al. J. Pept. Res. 58, 424 (2001).
5. Rusiecki, VK. & SA. Warne Bioorg. Med. Chem. Lett., 3, 707 (1993).
6. Tatsu, Y. et al. In "Dynamic Studies in Biology: Phototriggers, Photoswitches and
Caged. Wiley-VCH (2005)


Web Site: http://www.anaspec.com

Contact Details: AnaSpec Inc.
2149 O\'Toole Ave.
San Jose, CA 95131
1-408-452-5055 (Tel)
1-408-452-5059 (Fax)
1-800-452-5530
ping@anaspec.com
www.anaspec.com