Acetylglutamic acid

Hydrogenation of the amino compound 95a led to methyl 4-acet-amido-2,3,4-trideoxy-D-g(uco-octonate (121), its structure being established by degradation67 to N-acetylglutamic acid (122). Hydrogenation... 

Aoelyi Co A acelyl coen yme A), 143,159 cholesterol biosynthedt, 327 ketone body s mthesis, Z36, 273 Affltyl Co A earbojrylase, 163, 254 fatty acid synthesis, 216-219, 291 manganese iind, S02 M-Acetylglutamic acid, 446 Aehlurhy d ria, 518-519,766 Acid iCaminoacids, 19 Acidosis, 116, 241,477,7Z3, 726, 765 Add phosphaiase, 66... 

Amidocarbonylation of functionalized olefins provides routes to a number of interesting and valuable amido acids. A-Acetylglutamic acid ester, a precursor for monosodium glutamate, can be synthesized from acrylate, acetamide, and syn gas in 85 % yield (eq. (7)) [14], This in-situ hydrofoimylation/amidocarbonyl-ation route affords the linear amido acids as the major product. By comparison. 

Two solutions are required to form the substrate mixture. Solution A contains 0.03 ATP and 0.03 M MgS04 7H20, adjusted to pH 6.7 with solid KHCO3. Solution B contains 0.04 M L-omithine hydrochloride and 0.04 ilf A -acetylglutamic acid and is adjusted to pH 6.0 with approximately 1 N KOH solution, made up to 0.4 M with the calculated amount of solid ammonium bicarbonate and adjusted to pH 7.5 with solid KHCO3. The substrate is prepared by mixing 2 parts of solution A with 1 part of solution B pH about 7. It is gassed with CO2 just before use until the pH is about 6.8 at 37°. 

N-Acetylglutamic acid 3.4 A mixture of dicobalt octacartoonyl (5.1 g, 15 mmol), acetamide 2 (53 g, 0.898 mol), ethyl acrylate 1 (75 g, 0.75 mol) and p-dioxane (150 g) was pressurized in an autoclave with a mixture of CO H2 to 500 psi. The system was heated to 130-153°C, repressurized to 2000 psi and maintained in this condition for 2 h. The mixture was basified with K2CO3 to pH=10, the by-product extracted with EtOAc and the aqueous solution acidified with 85% H3PO4 and extracted with EtOAc. There are obtained 126 g of 3 (77.4%). 

In plants, the conversion of glutamic acid to ornithine occurs via acetyl-ated derivatives as in prokaryotes (Davis, 1955), but in animals acetylated derivatives are not involved (Meister, 1965). An earlier debate (Vogel and Bonner, 1954 Davis, 1955 Meister, 1965) over the role of acetylated intermediates in Neurospora crassa has been resolved by a surfeit of evidence that acetylglutamic acid participates in ornithine formation (Cybis and Davis, 1974, 1975 Weiss and Davis, 1973). In higher plants the evidence is less conclusive, but is strong enough to make the participation of acetylated compounds probable. 

Acetyl-CoA + glutamic acid A/-acetylglutamic acid + CoA iV -acetyl-L-omithine L-glutamate iV-acetyltransferase (E.C. 2.3.1.35)... 

Glutamic acid acetylglutamic acid glutamic-y-semialdehyde —> acetylomithine... 

Little is known about the intracellular location of arginine biosynthetic enzymes in higher plants. Davis and co-workers (Weiss and Davis, 1973 Cybis and Davis, 1975) have found that in Neurospora all enzymes are mitochondrial except acetylglutamic acid phosphotransferase, argininosuccinic acid synthetase, and argininosuccinic acid lyase. Whether their locations in higher plant cells is the same as in Neurospora remains to be seen. 

Fig. 4. Outline of synthetic and degradative pathways of arginine and proline in plant cells. This figure emphasizes the synthetic and degradative aspects of arginine and proline metabolism. Protein is considered the end-product of synthesis and the starting point of degradation. Compounds on both sides of center line are considered to be in separate pools (possibly separated by membranes). Subscript "ex refers to ornithine supplied from outside the cell. The dotted arrows indicate that,a small proportion of the ornithine metabolized goes to KAV. Abbreviations not explained in the legend to Fig. 3 are as follows AcGLU, acetylglutamic acid AcORN, acetylornithine.

T-Labeled water added to acetic anhydride, allowed to reach equilibrium of labeled acetic acid and acetic anhydride, N-acetylglutamic acid added, and allowed to react 10 min. at lOO DL-glutamic acid-2-3H. Y 55%. Also deuterio analog s. M. C. Hodireiter and K. A. Schellenberg, J. Labelled Compds. 5, 270 (1969). 

Synonyms L-N-Acetylglutamic acid N-Acetylglutamic acid N-Acetyl-L-glutamic acid L-Glutamic acid, N-acetyl- Glutamic acid, N-acetyl-, L-... 

Af-Acetylglutamic acid, N-acelylglulamate, Ac-Glu H00C-CH(NHC0CH3)-CH2-CH2-C00H,... 

AGAb A(-Acetylglutamic acid, a stimulatory allosteric effector of carbamoyl phosphate synthetase. 

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