2- amino-5-hexynoic acid

Amino-4-heptadecene-1,3-diol, A-20127 2-Amino-4-hexadecene-l, 3-diol, A-20128 2-Amino-5-hexynoic acid, A-20129 2-Amino-3-hydroxy-2-(hydroxymethyl) propanoic acid, A-10070 10-Amino-4-hydroxy-3-methoxyphenanthrene-1-carboxylic acid lactam, see P-10121... 

Regulation of development, with the assembly of multimeric complexes, often requires the integration of diverse biosynthetic pathways. Thylakoid biogenesis is a notable example, since it requires cytosolic and chloroplastic protein synthesis, chlorophyll (Chi) production, iron-sulfur center biosynthesis, etc. Two biochemical probes, gabaculine (3-amino-2,3-dihydro-benzoic acid) and AHA (4-amino-hexynoic acid), permit the study of thylakoid assembly when one of these pathways, Chi biogenesis, is restricted by inhibition at the level of aminolevulinic acid synthesis (1,3). 

Durley, R., Sikorski, J., Hansen, D., Promo, M. A., Webber, R. K., Pitzele, B. S., Awasthi, A. K., Moorman, A. E. (Pharmacia Corporation) 2-Amino-2-alkyl-4-hexenoic and hexynoic acid derivatives useful as nitric oxide synthase inhibitors, WO 0222559. 

Hatanaka S, Niimura Y, Takishima K, Sugiyama J (1998) (2R)-2-Amino-6-hydroxy-4-hexynoic Acid, and Related Amino Acids in the Fruiting Bodies of Amanita miculifera. Phytochemistry 49 573... 

AHA= L-2-Amino-4-hexynoic acid PP= Pyridoxal phosphate AVG= Aminoethoxy vinylglycine PG= Propyl gallate... 

Dicobalt-hexacarbonyl-alkyne complexes are another class of organometallic compounds with good stability imder physiological conditions. Complexation of the alkyne proceeds smoothly under mild conditions by reaction with Co2(CO)g imder loss of two molecules of CO [79]. The applicability of this reaction to peptides was shown by Jaouen and coworkers by the reaction of Co2(CO)g with protected 2-amino-4-hexynoic acid (Aha) and dipeptides thereof (Boc-Phe-Aha-OMe and Ac-Aha-Phe-OMe) [80]. Similarly, Cp2Mo2(CO)4 complexes of these alkynes were obtained. It has been shown that the C-terminal Met" in SP can be replaced by isostere analogs without appreciable loss of physiological activity. The same is true for the C-terminal Met in neurokinin A (NKA), another tachykinin peptide hormone (Scheme 5.16). Alkyne analogs of SP and NKA were obtained by replacement of these methionines with norleucine acetylene residues. Alternatively, Lys in NKA may be replaced by an alkyne derivative which can also be complexed to Co2(CO)g as shown in Scheme 5.16. Complexation with Co2(CO)g proceeds smoothly in about 50% yield for all derivatives [81]. After HPLC purification, these cobalt alkyne peptides were comprehensively characterized spectroscopically. Most notably, they exhibit typical IR absorptions for the metal carbonyl moieties between 2000-2100 cm [3]. Recently, there is renewed interest in Co2(CO)5(alkyne) complexes because of their cytotoxicity [82-84]. 

Amino-5-hexynoic acid 4-Ammo-2-butynoic acid... 

Amino-5-hexynoic acid, 163 Aminonucleoside, 634 L-2-Amino-4-oxo-6-chloropentanoic acid, 416-417, see also Chloroketone 6-Aminopenicillanic acid, 536 m-(o-Aminophenoxyethoxy)benzami-dine, 118... 

The required chiral hexynoic amino acid for the sequence in Scheme 28.15 was prepared by an enzymatic resolution approach (Scheme 28.16).45... 

Fluorinated amino acids, (VI), and hexynoic derivatives, (VII), prepared by Durley (3) were effective as iNOS inhibitors and used in the treatment of epithelial cell-derived neoplasia. 

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