フルクトース6-リン酸
- 同
- fructose 6-phosphate
WordNet
- the 6th letter of the Roman alphabet (同)f
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2014/03/24 23:36:56」(JST)
[Wiki en表示]
| Fructose 6-phosphate |
|
IUPAC name
[(2R,3R,4S)-3,4,5-trihydroxy-5-
(hydroxymethyl)oxolan-2-yl]
methoxyphosphonic acid
|
Other names
β-D-fructose 6-phosphate,
fructose 6-phosphate
|
| Identifiers |
| Abbreviations |
F6P |
| CAS number |
643-13-0 Y |
| PubChem |
444848 |
| ChemSpider |
392657 Y |
| ChEBI |
CHEBI:15946 N |
| Jmol-3D images |
Image 1 |
-
O=P(O)(O)OC[C@H]1O[C@@](O)(CO)[C@@H](O)[C@@H]1O
|
-
InChI=1S/C6H13O9P/c7-2-6(10)5(9)4(8)3(15-6)1-14-16(11,12)13/h3-5,7-10H,1-2H2,(H2,11,12,13)/t3-,4-,5+,6+/m1/s1 Y
Key: BGWGXPAPYGQALX-ZXXMMSQZSA-N Y
InChI=1/C6H13O9P/c7-2-6(10)5(9)4(8)3(15-6)1-14-16(11,12)13/h3-5,7-10H,1-2H2,(H2,11,12,13)/t3-,4-,5+,6+/m1/s1
Key: BGWGXPAPYGQALX-ZXXMMSQZBI
|
| Properties |
| Molecular formula |
C6H13O9P |
| Molar mass |
260.14 g/mol |
N (verify) (what is: Y/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa) |
| Infobox references |
Fructose 6-phosphate (also known as the Neuberg ester) is fructose sugar phosphorylated on carbon 6 (i.e., is a fructosephosphate). The β-D-form of this compound is very common in cells. The vast majority of glucose and fructose entering a cell will become converted to this at some point. The name Neuberg ester comes from the German biochemist Carl Neuberg.
Contents
- 1 History
- 2 Fructose 6-phosphate in glycolysis
- 3 See also
- 4 References
History[edit]
In 1918, Carl Neuberg found that the compound (only later identified as fructose 6-phosphate) could be produced by mild acid hydrolysis of "Harden-Young ester" (fructose 2,6-bisphosphate).[1]
Fructose 6-phosphate in glycolysis[edit]
Fructose 6-phosphate lies within the glycolysis metabolic pathway and is produced by isomerisation of glucose 6-phosphate. It is in turn further phosphorylated to fructose-1,6-bisphosphate.
| α-D-glucose 6-phosphate |
Phosphoglucose isomerase |
β-D-fructose 6-phosphate |
Phosphofructokinase-1 |
β-D-fructose 1,6-bisphosphate |
|
|
|
|
|
|
|
ATP |
ADP |
|
|
|
|
Pi |
H2O |
| |
|
| |
Phosphoglucose isomerase |
|
Fructose bisphosphatase |
|
Compound C00668 at KEGG Pathway Database. Enzyme 5.3.1.9 at KEGG Pathway Database. Compound C05345 at KEGG Pathway Database. Enzyme 2.7.1.11 at KEGG Pathway Database. Enzyme 3.1.3.11 at KEGG Pathway Database. Reaction [1] at KEGG Pathway Database. Compound C05378 at KEGG Pathway Database.
Click on genes, proteins and metabolites below to link to respective articles. [§ 1]
Glycolysis and Gluconeogenesis edit
- ^ The interactive pathway map can be edited at WikiPathways: "GlycolysisGluconeogenesis_WP534".
See also[edit]
- Mannose phosphate isomerase
|
Glycolysis Metabolic Pathway |
| Glucose |
Hexokinase |
Glucose 6-phosphate |
Glucose-6-phosphate isomerase |
Fructose 6-phosphate |
phosphofructokinase-1 |
Fructose 1,6-bisphosphate |
Fructose-bisphosphate aldolase |
|
ATP |
ADP |
|
|
|
|
ATP |
ADP |
|
|
|
|
|
|
|
| Dihydroxyacetone phosphate |
|
Glyceraldehyde 3-phosphate |
Triosephosphate isomerase |
Glyceraldehyde 3-phosphate |
Glyceraldehyde-3-phosphate dehydrogenase |
1,3-Bisphosphoglycerate |
|
|
|
|
|
|
|
NAD+ + Pi |
NADH + H+ |
|
|
| + |
|
2 |
|
2 |
| Phosphoglycerate kinase |
3-Phosphoglycerate |
Phosphoglycerate mutase |
2-Phosphoglycerate |
Phosphopyruvate hydratase(Enolase) |
Phosphoenolpyruvate |
Pyruvate kinase |
Pyruvate |
| ADP |
ATP |
|
|
|
|
|
|
|
H2O |
|
|
ADP |
ATP |
|
|
|
2 |
|
2 |
|
2 |
|
2 |
|
|
|
mt, k, c/g/r/p/y/i, f/h/s/l/o/e, a/u, n, m
|
k, cgrp/y/i, f/h/s/l/o/e, au, n, m, epon
|
m (A16/C10), i (k, c/g/r/p/y/i, f/h/s/o/e, a/u, n, m)
|
|
|
References[edit]
- ^ Fruton, Joseph S. Proteins, Enzymes, Genes: The Interplay of Chemistry and Biology. Yale University Press: New Haven, 1999. p 292
English Journal
- Phosphoketolases from Lactococcus lactis, Leuconostoc mesenteroides and Pseudomonas aeruginosa: dissimilar sequences, similar substrates but distinct enzymatic characteristics.
- Petrareanu G1, Balasu MC, Vacaru AM, Munteanu CV, Ionescu AE, Matei I, Szedlacsek SE.
- Applied microbiology and biotechnology.Appl Microbiol Biotechnol.2014 Sep;98(18):7855-67. doi: 10.1007/s00253-014-5723-6. Epub 2014 Apr 17.
- Phosphoketolases (PKs) are large thiamine pyrophosphate (TPP)-dependent enzymes playing key roles in a number of essential pathways of carbohydrate metabolism. The putative PK genes of Lactococcus lactis (Ll) and Leuconostoc mesenteroides (Lm) were cloned in a prokaryotic vector, and the encoded pro
- PMID 24740691
- A QM/MM MD study of the pH-dependent ring-opening catalysis and lid motif flexibility in glucosamine 6-phosphate deaminase.
- Zhao Y1, Chen N, Wu R, Cao Z.
- Physical chemistry chemical physics : PCCP.Phys Chem Chem Phys.2014 Aug 6;16(34):18406-17. doi: 10.1039/c4cp01609b.
- The glucosamine 6-phosphate deaminase (NagB), which catalyzes the conversion of d-glucosamine 6-phosphate (GlcN6P) into d-fructose 6-phosphate (F6P) and ammonia, determines the final metabolic fate of N-acetylglucosamine (GlcNAc). Here using state-of-the-art ab initio QM/MM MD simulations, we have e
- PMID 25069951
- Arabinose 5-phosphate covalently inhibits transaldolase.
- Light SH1, Anderson WF.
- Journal of structural and functional genomics.J Struct Funct Genomics.2014 Mar;15(1):41-4. doi: 10.1007/s10969-014-9174-1. Epub 2014 Feb 9.
- Arabinose 5-phosphate (A5P) is the aldopentose version of the ketohexose fructose 6-phosphate (F6P), having identical stereochemistry but lacking atoms corresponding to the 1-carbon and 1-hydroxyl. Despite structural similarity and conservation of the reactive portion of F6P, F6P acts as a substrate
- PMID 24510200
Japanese Journal
- マダイの成長と脂質組成に及ぼす魚油混合パーム油の効果
- Komilus Connie Fay,志知 直之,越塩 俊介 [他],石川 学,横山 佐一郎,MICHAEL Fady Raafat,高 堅,槇田 千尋
- 水産増殖 = The aquiculture 56(3), 317-326, 2008-09-20
- … 本研究では魚油とパーム油の配合比を10：0（10F0P）、8：2（8F2P）、6：4（6F4P）および4：6（4F6P）の4段階に変えた混合脂質を用いて、マダイ稚魚の成長と脂質組成に及ぼす影響を検討した。 … 6F4Pと4F6P区の摂餌量は、他の区に比べ有意に低かった。 …
- NAID 10026139500
- マダイの成長と脂質組成に及ぼす魚油混合パーム油の効果
- ,志知 直之,越塩 俊介,石川 学,横山 佐一郎,,高 堅,槇田 千尋
- 水産増殖 56(3), 317-326, 2008
- … 本研究では魚油とパーム油の配合比を10：0（10F0P），8：2（8F2P），6：4（6F4P）および 4：6（4F6P）の4段階に変えた混合脂質を用いて，マダイ稚魚の成長と脂質組成に及ぼす影響を検討した。 … 6F4P と 4F6P 区の摂餌量は，他の区に比べ有意に低かった。 …
- NAID 130004567739
- 即殺および解凍スルメイカを原料としたイカ乾製品の褐変速度の違い
- 大村 裕治,岡崎 恵美子,山下 由美子 [他],山澤 正勝,渡部 終五
- 日本水産学会誌 71(2), 198-204, 2005-03-15
- … 即殺スルメイカは，リボース，グルコース 6-リン酸（G6P），フルクトース 6-リン酸（F6P）とも含量が低く，35°C 貯蔵試験中に褐変は進行しなかった。 … 従って，イカ乾製品の褐変は死後変化で生成するリボースが主要因で，G6P と F6P の関与は小さいと考えられた。 …
- NAID 110003162899
Related Links
- 返品: Amazon.co.jpで購入した商品について、原則として未開封・未使用のものに限り商品到着後30日以内の返品を受け付けます（返品おA
- フルフィルメントby Amazon™というサービスを利用している出品者の商品になります。これらの商品は、AmazonフルフィルメントセンタAm
Related Pictures
★リンクテーブル★
[★]
- 英
- fructose6-phosphate, F6P, fructose 6-phosphate
- 同
- フルクトース6リン酸、フルクトース一リン酸 fructose monophosphate
- 関
解糖系
[★]
フルクトース6-リン酸
- 同
- F6P
[★]
フェニルアラニン phenylalanine