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Guanosine monophosphate, also known as 5'-guanidylic acid or guanylic acid and abbreviated GMP, is a nucleotide that is used as a monomer in RNA. It is an ester of phosphoric acid with the nucleoside guanosine. GMP consists of the phosphate group, the pentose sugar ribose, and the nucleobase guanine; hence it is a ribonucleoside monophosphate. Guanosine monophosphate is commercially produced by microbial fermentation.^[1]

Guanosine monophosphate in the form of its salts, such as disodium guanylate (E627), dipotassium guanylate (E628) and calcium guanylate (E629), are food additives used as flavor enhancers to provide the umami taste. It is often used in synergy with disodium inosinate; the combination is known as disodium 5'-ribonucleotides. Disodium guanylate is often found in instant noodles, potato chips and snacks, savoury rice, tinned vegetables, cured meats, and packet soup.

As it is a fairly expensive additive, it is usually not used independently of glutamic acid or monosodium glutamate (MSG), which also contribute umami. If inosinate and guanylate salts are present in a list of ingredients but MSG does not appear to be, the glutamic acid is likely provided as part of another ingredient, such as a processed soy protein complex (hydrolyzed soy protein), autolyzed yeast or soy sauce.

As inhibitor of guanosine monophosphate synthesis in experimental models, the glutamine analogue DON can be used.^[2]

As an acyl substituent, it takes the form of the prefix guanylyl-.

References

^ http://www.vrg.org/blog/2011/03/21/disodium-inosinate-and-disodium-guanylate-are-all-vegetable-flavor-enhancers/
^ Ahluwalia GS et al. Metabolism and action of amino acid analog anti-cancer agents ”, in Pharmac. Ther. (1990) 46: 243-271

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Related Pictures

★リンクテーブル★

リンク元	「guanylic acid」「グアニル酸」
拡張検索	「guanylate cyclase-activating protein」「guanylate kinase」

「guanylic acid」

Guanosine monophosphate
Names
	IUPAC name [(2R,3S,4R,5R)-5-(2-Amino-6-oxo-3H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate[citation needed]
	Other names 5'-Guanidylic acid,; 5'-Guanylic acid,; E number E626
Identifiers
CAS Registry Number	85-32-5
Abbreviations	GMP
ChEMBL	ChEMBL604603
IUPHAR/BPS	5123
Jmol-3D images	Image
MeSH	Guanosine+monophosphate
PubChem	6804
	SMILES C1=NC2=C(N1[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)O)O)O)NC(=NC2=O)N ;
Properties
Chemical formula	C10H14N5O8P
Molar mass	363.22 g/mol
Acidity (pKa)	0.7, 2.4, 6.1, 9.4
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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	Infobox references

　　[★]

グアニル酸

関: 5'-guanylic acid、GMP、guanosine monophosphate、guanylate

「グアニル酸」

　　[★]

英: guanylate, guanylic acid
関: グアノシン一リン酸 GMP

「guanylate cyclase-activating protein」

　　[★]

グアニル酸シクラーゼ活性化タンパク質

「guanylate kinase」

　　[★]

グアニル酸キナーゼ

[1] ttp://www.vrg.org/blog/2011/03/21/disodium-inosinate-and-disodium-guanylate-are-all-vegetable-flavor-enhancers/

[Ahluwalia-2] Ahluwalia GS et al. Metabolism and action of amino acid analog anti-cancer agents ”, in Pharmac. Ther. (1990) 46: 243-271

匿名

検索

案内

案内

guanylate