D-Erythrose 4-phosphate
D-Erythrose 4-phosphate is a phosphorylated derivative of erythrose that serves as an important intermediate in the pentose phosphate pathway. It is also used in phenylalanine, tyrosine and tryptophan biosynthesis, and it plays a role in vitamin B6 metabolism (KEGG).
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Structure for HMDB01321 (D-Erythrose 4-phosphate)
C4H9O7P
200.0838
200.008589154
[(2R,3R)-2,3-dihydroxy-4-oxobutoxy]phosphonic acid
4-O-phosphono-D-erythrose
585-18-2
O[C@H](COP(O)(O)=O)[C@@H](O)C=O
InChI=1S/C4H9O7P/c5-1-3(6)4(7)2-11-12(8,9)10/h1,3-4,6-7H,2H2,(H2,8,9,10)/t3-,4+/m0/s1
NGHMDNPXVRFFGS-IUYQGCFVSA-N
This compound belongs to the class of chemical entities known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit.
Chemical entities
Organic compounds
Organic oxygen compounds
Organooxygen compounds
Monosaccharide phosphates
Aliphatic acyclic compounds
Detected and Quantified
Not Available
Not Available
Solid
GC-MS Spectrum – GC-MS (1 MEOX; 4 TMS)splash10-0a4i-2946000000-9443f2e925fd6a35c72cView in MoNA
GC-MS Spectrum – GC-MS (1 MEOX; 4 TMS)splash10-0a4i-2967000000-d813d71e392e180e1a1aView in MoNA
Predicted GC-MS Spectrum – GC-MSNot Available
LC-MS/MS Spectrum – LC-ESI-QTOF , negativesplash10-002b-9000000000-06d71bced6df9b8baad3View in MoNA
Predicted LC-MS/MS Spectrum – 10V, Positivesplash10-0ue9-3940000000-b2cf1408c63fcd508190View in MoNA
Predicted LC-MS/MS Spectrum – 20V, Positivesplash10-114m-9800000000-ca839aa0d4b5ed1d26a8View in MoNA
Predicted LC-MS/MS Spectrum – 40V, Positivesplash10-052v-9100000000-ce3e3be16de64b5ce20eView in MoNA
Predicted LC-MS/MS Spectrum – 10V, Negativesplash10-054k-8900000000-951c8d2dad21e2f2c479View in MoNA
Predicted LC-MS/MS Spectrum – 20V, Negativesplash10-004i-9100000000-4106e1504853e25f6dffView in MoNA
Predicted LC-MS/MS Spectrum – 40V, Negativesplash10-004i-9000000000-150345a1ab7b74a502c9View in MoNA
Not Available
Not Available
None
None
Not Available
Not Available
Not Available
Not Available
FDB001614
C00007472
109096
C00279
ERYTHROSE-4P
34479
erythrose-4-phosphate
HMDB01321
HMDB01321
6158
122357
E4P
48153
Product: N-Acetyl-Calicheamicin
- Tanaka N, Haga A, Uemura H, Akiyama H, Funasaka T, Nagase H, Raz A, Nakamura KT: Inhibition mechanism of cytokine activity of human autocrine motility factor examined by crystal structure analyses and site-directed mutagenesis studies. J Mol Biol. 2002 May 10;318(4):985-97. [PubMed:12054796 ]
- Nakayama Y, Kinoshita A, Tomita M: Dynamic simulation of red blood cell metabolism and its application to the analysis of a pathological condition. Theor Biol Med Model. 2005 May 9;2:18. [PubMed:15882454 ]
- Huck JH, Struys EA, Verhoeven NM, Jakobs C, van der Knaap MS: Profiling of pentose phosphate pathway intermediates in blood spots by tandem mass spectrometry: application to transaldolase deficiency. Clin Chem. 2003 Aug;49(8):1375-80. [PubMed:12881455 ]
- Takeuchi T, Nishino K, Itokawa Y: Improved determination of transketolase activity in erythrocytes. Clin Chem. 1984 May;30(5):658-61. [PubMed:6713626 ]
- Talukder AH, Bagheri-Yarmand R, Williams RR, Ragoussis J, Kumar R, Raz A: Antihuman epidermal growth factor receptor 2 antibody herceptin inhibits autocrine motility factor (AMF) expression and potentiates antitumor effects of AMF inhibitors. Clin Cancer Res. 2002 Oct;8(10):3285-9. [PubMed:12374700 ]
- Stepanova NG: [Determination of aldolase A activity in the serum of patients with myocardial infarction]. Vopr Med Khim. 1986 Sep-Oct;32(5):89-93. [PubMed:3776121 ]
- Mikami M, Sadahira Y, Haga A, Otsuki T, Wada H, Sugihara T: Hypoxia-inducible factor-1 drives the motility of the erythroid progenitor cell line, UT-7/Epo, via autocrine motility factor. Exp Hematol. 2005 May;33(5):531-41. [PubMed:15850830 ]
- Zanella A, Izzo C, Rebulla P, Perroni L, Mariani M, Canestri G, Sansone G, Sirchia G: The first stable variant of erythrocyte glucose-phosphate isomerase associated with severe hemolytic anemia. Am J Hematol. 1980;9(1):1-11. [PubMed:7435496 ]
- Williams JF, Blackmore PF, Duke CC, MacLeod JK: Fact, uncertainty and speculation concerning the biochemistry of D-erythrose-4-phosphate and its metabolic roles. Int J Biochem. 1980;12(3):339-44. [PubMed:6998788 ]
Enzymes
- General function:
- Involved in catalytic activity
- Specific function:
- Catalyzes the transfer of a two-carbon ketol group from a ketose donor to an aldose acceptor, via a covalent intermediate with the cofactor thiamine pyrophosphate (By similarity).
- Gene Name:
- TKTL1
- Uniprot ID:
- P51854
- Molecular weight:
- 59302.195
Reactions
- General function:
- Involved in catalytic activity
- Specific function:
- Transaldolase is important for the balance of metabolites in the pentose-phosphate pathway.
- Gene Name:
- TALDO1
- Uniprot ID:
- P37837
- Molecular weight:
- 37539.74
Reactions
- General function:
- Involved in catalytic activity
- Specific function:
- Catalyzes the transfer of a two-carbon ketol group from a ketose donor to an aldose acceptor, via a covalent intermediate with the cofactor thiamine pyrophosphate.
- Gene Name:
- TKT
- Uniprot ID:
- P29401
- Molecular weight:
- 67876.95
Reactions
- General function:
- Involved in fructose-bisphosphate aldolase activity
- Specific function:
- Plays a key role in glycolysis and gluconeogenesis. In addition, may also function as scaffolding protein (By similarity).
- Gene Name:
- ALDOA
- Uniprot ID:
- P04075
- Molecular weight:
- 39419.675
Reactions
- General function:
- Involved in catalytic activity
- Specific function:
- Plays an essential role in total transketolase activity and cell proliferation in cancer cells; after transfection with anti-TKTL1 siRNA, total transketolase activity dramatically decreases and proliferation was significantly inhibited in cancer cells. Plays a pivotal role in carcinogenesis.
- Gene Name:
- TKTL2
- Uniprot ID:
- Q9H0I9
- Molecular weight:
- 67876.625