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{{Refimprove|date=February 2010}} {{Refimprove|date=February 2010}}
{{chembox {{chembox
| Verifiedfields = changed
| verifiedrevid = 408696936
| Watchedfields = changed
|ImageFile=disodium guanylate.png
| verifiedrevid = 439036940
|ImageSize=180px
| ImageFile=disodium guanylate.png
|IUPACName=disodium methyl phosphate {{Citation needed|date=April 2010}}
| ImageSize=220px
|OtherNames=sodium 5'-guanylate<br>disodium 5'-guanylate
| ImageAlt=Skeletal formula of disodium guanylate
|Section1= {{Chembox Identifiers
| ImageFile1=Disodium guanylate 3D ball.png
| CASNo=5550-12-9
| ImageSize1=240
| CASNo_Comment = {{Citation needed|date=April 2010}}
| ImageAlt1 = Ball-and-stick model of the component ions of disodium guanylate
| PubChem=21712
| IUPACName = Disodium 5′-guanylate
| SMILES=C1=NC2=C(N1C3C(C(C(O3)COP(=O)())O)O)NC(=NC2=O)N..
| SystematicName = Disodium methyl phosphate
| OtherNames = {{Unbulleted list|Sodium 5'-guanylate}}
|Section1={{Chembox Identifiers
| CASNo_Ref = {{cascite|correct|??}}<ref>{{cite web |url=https://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=164216535&loc=es_rss |title=SID 164216535 - PubChem |website=pubchem.ncbi.nlm.nih.gov}}</ref>
| CASNo=5550-12-9
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID = 20407
| PubChem=21712
| ChEBI_Ref = {{ebicite|changed|EBI}}
| ChEBI = 132932
| UNII_Ref = {{fdacite|changed|FDA}}
| UNII = B768T44Q8V
| SMILES=C1=NC2=C(N1C3C(C(C(O3)COP(=O)())O)O)NC(=NC2=O)N..
}} }}
|Section2= {{Chembox Properties |Section2={{Chembox Properties
| C=10|H=12|N=5|Na=2|O=8|P=1 | C=10 | H=12 | N=5 | Na=2 | O=8 | P=1
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| Density= | Density=
| MeltingPt= | MeltingPt=
| BoilingPt= | BoilingPt=
| Solubility= | Solubility=
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|Section3= {{Chembox Hazards |Section3={{Chembox Hazards
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| FlashPt= | FlashPt=
| AutoignitionPt =
| Autoignition=
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}} }}


'''Disodium guanylate''', also known as '''sodium 5'-guanylate''' and '''disodium 5'-guanylate''', is a natural di] ] of the ] ] (GMP). Disodium guanylate is a ] with the ] E627.<ref name=fin></ref> It is commonly used in conjunction with ] (], MSG). '''Disodium guanylate''', also known as '''sodium 5'-guanylate''' and '''disodium 5'-guanylate''', is a natural ] ] of the ] nucleotide ] (GMP). Disodium guanylate is a ] with the ] E627.<ref name=fin></ref> It is commonly used in conjunction with ].


As it is a fairly expensive additive, it is not used independently of glutamic acid; if disodium guanylate is present in a list of ingredients but MSG does not appear to be, it is likely that glutamic acid is provided as part of another ingredient such as a processed ] ]. It is often added to foods in conjunction with ]; the combination is known as ]. As it is a fairly expensive additive, it is usually not used independently of ]; if disodium guanylate is present in a list of ingredients but MSG does not appear to be, it is likely that glutamic acid is provided as part of another ingredient such as a processed ] ]. It is often added to foods in conjunction with ]; the combination is known as ].


Disodium guanylate is produced from dried fish or dried seaweed and is often added to ], ] and other ]s, savoury ], tinned ], cured ]s, and packaged ]. Disodium guanylate is produced by fermentation.<ref>{{cite journal |last1=Conn |first1=Helen |title="Umami": The Fifth Basic Taste |journal=Nutrition & Food Science |date=1 February 1992 |volume=92 |issue=2 |pages=21–23 |doi=10.1108/EUM0000000000953}}</ref><ref>{{cite journal |last1=Kinoshita |first1=Kazumoto |last2=Shiro |first2=Teruo |last3=Yamazaki |first3=Akihiro |last4=Kumashiro |first4=Izumi |last5=Takenishi |first5=Tadao |last6=Tsunoda |first6=Toshinao |title=Industrial production of disodium 5?-guanylate |journal=Biotechnology and Bioengineering |date=July 1967 |volume=9 |issue=3 |pages=329–342 |doi=10.1002/bit.260090306|s2cid=84216811 }}</ref> It is often added to ], ]s and other ]s, savory ], tinned ], cured ]s, and packaged ].

==Nutritional Information==

Disodium guanylate is not safe for babies under twelve weeks, and should generally be avoided by asthmatics and people with gout, as guanylates are metabolized to ]. However, the typical amounts found in food are generally too low to produce significant side effects.<ref name=fin/> Since it is often produced from fish,<ref name=fin/> ]s and ]s may wish to avoid it unless the product is specifically labeled as vegan or vegetarian. Such labels require the use of non-animal derived sources, such as seaweed or yeast.


==See also== ==See also==
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==References== ==References==
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Latest revision as of 17:46, 11 September 2024

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Disodium guanylate
Skeletal formula of disodium guanylate
Ball-and-stick model of the component ions of disodium guanylate
Names
IUPAC name Disodium 5′-guanylate
Systematic IUPAC name Disodium methyl phosphate
Other names
  • Sodium 5'-guanylate
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.024.468 Edit this at Wikidata
E number E627 (flavour enhancer)
PubChem CID
UNII
CompTox Dashboard (EPA)
SMILES
  • C1=NC2=C(N1C3C(C(C(O3)COP(=O)())O)O)NC(=NC2=O)N..
Properties
Chemical formula C10H12N5Na2O8P
Molar mass 407.186 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒verify (what is  ?) Infobox references
Chemical compound

Disodium guanylate, also known as sodium 5'-guanylate and disodium 5'-guanylate, is a natural sodium salt of the flavor enhancing nucleotide guanosine monophosphate (GMP). Disodium guanylate is a food additive with the E number E627. It is commonly used in conjunction with glutamic acid.

As it is a fairly expensive additive, it is usually not used independently of glutamic acid; if disodium guanylate is present in a list of ingredients but MSG does not appear to be, it is likely that glutamic acid is provided as part of another ingredient such as a processed soy protein complex. It is often added to foods in conjunction with disodium inosinate; the combination is known as disodium 5'-ribonucleotides.

Disodium guanylate is produced by fermentation. It is often added to instant noodles, potato chips and other snacks, savory rice, tinned vegetables, cured meats, and packaged soup.

See also

References

  1. "SID 164216535 - PubChem". pubchem.ncbi.nlm.nih.gov.
  2. E627 : Sodium guanylate
  3. Conn, Helen (1 February 1992). ""Umami": The Fifth Basic Taste". Nutrition & Food Science. 92 (2): 21–23. doi:10.1108/EUM0000000000953.
  4. Kinoshita, Kazumoto; Shiro, Teruo; Yamazaki, Akihiro; Kumashiro, Izumi; Takenishi, Tadao; Tsunoda, Toshinao (July 1967). "Industrial production of disodium 5?-guanylate". Biotechnology and Bioengineering. 9 (3): 329–342. doi:10.1002/bit.260090306. S2CID 84216811.
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