1R35

MURINE INDUCIBLE NITRIC OXIDE SYNTHASE OXYGENASE DIMER, TETRAHYDROBIOPTERIN AND 4R-FLUORO-N6-ETHANIMIDOYL-L-LYSINE

Summary for 1R35

• Entry DOI: 10.2210/pdb1r35/pdb
• Descriptor: Nitric oxide synthase, inducible, SULFATE ION, PROTOPORPHYRIN IX CONTAINING FE, ... (6 entities in total)
• Functional Keywords: nitric oxide monooxygenase, heme, dimer, intermediate, pterin, h4b, tetrahydrobiopterin, oxidoreductase
• Biological source: Mus musculus (house mouse)
• Total number of polymer chains: 2
• Total formula weight: 102463.90

Authors

Shieh, H.S.,Stevens, A.M.,Stallings, W.C. (deposition date: 2003-09-30, release date: 2004-10-05, Last modification date: 2023-08-23)

Primary citation

Hallinan, E.A.,Kramer, S.W.,Houdek, S.C.,Moore, W.M.,Jerome, G.M.,Spangler, D.P.,Stevens, A.M.,Shieh, H.S.,Manning, P.T.,Pitzele, B.S.
4-Fluorinated L-lysine analogs as selective i-NOS inhibitors: methodology for introducing fluorine into the lysine side chain.
Org.Biomol.Chem., 1:3527-3534, 2003

PubMed Abstract: In the literature, the introduction of fluorine into bioactive molecules has been known to enhance the biological activity relative to the parent molecule. Described in this article is the synthesis of 4R-fluoro-L-NIL (12) and 4,4-difluoro-L-NIL (23) as part of our iNOS program. Both 12 and 23 were found to be selective iNOS inhibitors as shown in Table 2 below. Secondarily, methodology to synthesize orthogonally protected 4-fluoro-L-lysine and 4,4-difluoro-L-lysine has been developed.

PubMed: 14599013
DOI: 10.1039/b307563j

Experimental method

X-RAY DIFFRACTION (2.3 Å)