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Showing metabocard for Uridine diphosphate-N-acetylglucosamine (HMDB00290)

Record Information
Version 3.5
Creation Date 2005-11-16 08:48:42 -0700
Update Date 2013-04-19 16:29:11 -0600
HMDB ID HMDB00290
Secondary Accession Numbers None
Metabolite Identification
Common Name Uridine diphosphate-N-acetylglucosamine
Description Uridine diphosphate-N-acetylglucosamine (uridine 5'-diphosphate-GlcNAc, or UDP-Glc-NAc) is an acetylated aminosugar nucleotide. UDP-GlcNAc is the donor substrate for modification of nucleocytoplasmic proteins at serine and threonine residues with N-acetylglucosamine (O-GlcNAc). Nutrient sensing in mammals is done through the hexosamine biosynthetic pathway (HSP), which produces uridine 5'-diphospho-N-acetylglucosamine (UDP-Glc-NAc) as its end product. Mammals respond to nutrient excess by activating O-GlcNAcylation (addition of O-linked N-acetylglucosamine). O-GlcNAc addition (and removal) is key to histone remodeling, transcription, proliferation, apoptosis, and proteasomal degradation. This nutrient-responsive signaling pathway also modulates important cellular pathways, including the insulin signaling cascade in. Alterations in O-GlcNAc metabolism are associated with various human diseases including diabetes mellitus and neurodegeneration. (PMID: 16317114 Link_out) Due to the chemical makeup of UDP-GlcNAc, it is well positioned to serve as a glucose sensor in that it is a high-energy compound that requires and/or responds to glucose, amino acid, fatty acid and nucleotide metabolism for synthesis. Elevated levels of O-GlcNAc have an effect on insulin-stimulated glucose uptake. (PMID: 12678487 Link_out).
Structure Thumb
Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  1. N-[2-[[[5-[(2,4-Dioxo-1H-pyrimidin-1-yl)]-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphinoyl]oxy-hydroxy-phosphinoyl]oxy-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl]acetamide
  2. UDP-a-D-N-Acetylglucosamine
  3. UDP-Acetyl-D-glucosamine
  4. UDP-Acetyl-delta-glucosamine
  5. UDP-Acetylglucosamine
  6. UDP-alpha-D-N-Acetylglucosamine
  7. UDP-alpha-delta-N-Acetylglucosamine
  8. UDP-GlcNAc
  9. UDP-N-Acetyl-D-glucosamine
  10. UDP-N-Acetyl-delta-glucosamine
  11. UDP-N-Acetyl-glucosamine
  12. UDP-N-Acetylglucosamine
  13. UPPAG
  14. Uridine 5'-Diphospho-N-Acetlyglucosamine
  15. Uridine 5'-diphospho-N-acetylglucosamine
  16. Uridine diphosphate N-acetyl-D-glucosamine
  17. Uridine diphosphate N-acetyl-delta-glucosamine
  18. Uridine diphosphate N-acetylglucosamine
  19. Uridine diphospho-2-acetamido-2-deoxy-D-glucose
  20. Uridine diphospho-2-acetamido-2-deoxy-delta-glucose
  21. Uridine diphospho-N-acetyl-D-glucosamine
  22. Uridine diphospho-N-acetyl-delta-glucosamine
  23. Uridine diphospho-N-acetylglucosamine
  24. Uridine diphosphoacetylglucosamine
  25. Uridine pyrophosphate 2-acetamido-2-deoxy-a-D-glucopyranosyl ester
  26. Uridine pyrophosphate 2-acetamido-2-deoxy-alpha-D-glucopyranosyl ester
  27. Uridine pyrophosphate 2-acetamido-2-deoxy-alpha-delta-glucopyranosyl ester
  28. Uridine pyrophosphoacetylglucosamine
  29. [[3-acetylamino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-hydroxy-phosphoryl]oxy-[[5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy]phosphinate
  30. [[3-acetylamino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-hydroxy-phosphoryl]oxy-[[5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy]phosphinic acid
Chemical Formula C17H27N3O17P2
Average Molecular Weight 607.3537
Monoisotopic Molecular Weight 607.081569477
IUPAC Name {[(2R,3S,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}[({[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}(hydroxy)phosphoryl)oxy]phosphinic acid
Traditional IUPAC Name [(2R,3S,4R,5R)-5-(2,4-dioxo-3H-pyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy({[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy(hydroxy)phosphoryl}oxy)phosphinic acid
CAS Registry Number 528-04-1
SMILES CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1OP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(=O)NC1=O
InChI Identifier InChI=1S/C17H27N3O17P2/c1-6(22)18-10-13(26)11(24)7(4-21)35-16(10)36-39(31,32)37-38(29,30)33-5-8-12(25)14(27)15(34-8)20-3-2-9(23)19-17(20)28/h2-3,7-8,10-16,21,24-27H,4-5H2,1H3,(H,18,22)(H,29,30)(H,31,32)(H,19,23,28)/t7-,8-,10-,11-,12-,13-,14-,15-,16-/m1/s1
InChI Key LFTYTUAZOPRMMI-CFRASDGPSA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Nucleosides, Nucleotides, and Analogues
Class Pyrimidine Nucleotides
Sub Class Pyrimidine Nucleotide Sugars
Other Descriptors
  • Aromatic Heteropolycyclic Compounds
  • Pyrimidine Ribonucleoside Diphosphates
Substituents
  • 1,2 Diol
  • Carboxamide Group
  • Disaccharide Phosphate
  • Glucosamine
  • Glycosyl Compound
  • Hydropyrimidine
  • Mannosamine
  • Mixed Pentose/Hexose Disaccharide
  • N Acetyl Alpha Hexosamine 1 Phosphate
  • N Glycosyl Compound
  • Organic Hypophosphite
  • Organic Phosphite
  • Organic Pyrophosphate
  • Oxane
  • Oxolane
  • Phosphoric Acid Ester
  • Primary Alcohol
  • Pyrimidine
  • Pyrimidone
  • Saccharide
  • Secondary Alcohol
  • Secondary Carboxylic Acid Amide
Direct Parent Pyrimidine Nucleotide Sugars
Ontology
Status Expected and Not Quantified
Origin
  • Endogenous
Biofunction
  • Component of Aminosugars metabolism
  • Component of Chondroitin / Heparan sulfate biosynthesis
  • Component of N-Glycan biosynthesis
  • Component of O-Glycan biosynthesis
Application Not Available
Cellular locations
  • Golgi apparatus
Physical Properties
State Solid
Experimental Properties
Property Value Reference
Melting Point Not Available Not Available
Boiling Point Not Available Not Available
Water Solubility Not Available Not Available
LogP Not Available Not Available
Predicted Properties
Property Value Source
Water Solubility 11.4 g/L ALOGPS
LogP -1.41 ALOGPS
LogP -5.3 ChemAxon
LogS -1.72 ALOGPS
pKa (strongest acidic) 1.74 ChemAxon
pKa (strongest basic) -3.5 ChemAxon
Hydrogen Acceptor Count 14 ChemAxon
Hydrogen Donor Count 9 ChemAxon
Polar Surface Area 300.41 A2 ChemAxon
Rotatable Bond Count 10 ChemAxon
Refractivity 117.56 ChemAxon
Polarizability 50.35 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge -2 ChemAxon
Spectra
1H NMR Spectrum
MS/MS Spectrum GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies)
MS/MS Spectrum LC-ESI-QTOF (UPLC Q-Tof Premier, Waters)
MS/MS Spectrum LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) 30
[1H,1H] 2D NMR Spectrum
[1H,13C] 2D NMR Spectrum
Biological Properties
Cellular Locations
  • Golgi apparatus
Biofluid Locations Not Available
Tissue Location
  • Muscle
  • Liver
  • Adipose Tissue
Pathways
Name SMPDB Link KEGG Link
Amino Sugar Metabolism SMP00045 map00520 Link_out
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease References None
Associated OMIM IDs None
DrugBank ID Not Available
Phenol Explorer Compound ID Not Available
Phenol Explorer Metabolite ID Not Available
FoodDB ID FDB021930
KNApSAcK ID Not Available
Chemspider ID 393240 Link_out
KEGG Compound ID C00043 Link_out
BioCyc ID UDP-N-ACETYL-D-GLUCOSAMINE Link_out
BiGG ID 33638 Link_out
Wikipedia Link UDP-N-acetylglucosamine Link_out
NuGOwiki Link HMDB00290 Link_out
Metagene Link HMDB00290 Link_out
METLIN ID 5281 Link_out
PubChem Compound 445675 Link_out
PDB ID UD1 Link_out
ChEBI ID 16264 Link_out
References
Synthesis Reference Takenouchi, Kenji; Ishige, Kazuya; Midorikawa, Yuichiro; Okuyama, Kiyoshi; Hamamoto, Tomoki; Noguchi, Toshitada. Process for producing uridine diphosphate-N-acetylglucosamine. PCT Int. Appl. (1999), 38 pp.
Material Safety Data Sheet (MSDS) Download (PDF)
General References
  1. Kobayashi T, Sleeman JE, Coughtrie MW, Burchell B: Molecular and functional characterization of microsomal UDP-glucuronic acid uptake by members of the nucleotide sugar transporter (NST) family. Biochem J. 2006 Dec 1;400(2):281-9. Pubmed: 16965264 Link_out
  2. Kim CH: Increased expression of N-acetylglucosaminyltransferase-V in human hepatoma cells by retinoic acid and 1alpha,25-dihydroxyvitamin D3. Int J Biochem Cell Biol. 2004 Nov;36(11):2307-19. Pubmed: 15313475 Link_out
  3. Jamieson JC, Kaplan HA, Woloski BM, Hellman M, Ham K: Glycoprotein biosynthesis during the acute-phase response to inflammation. Can J Biochem Cell Biol. 1983 Sep;61(9):1041-8. Pubmed: 6627106 Link_out
Enzymes
Name: Bifunctional UDP-N-acetylglucosamine 2-epimerase/N-acetylmannosamine kinase
Reactions:
  • UDP-N-acetyl-D-glucosamine = UDP-N-acetyl-D-mannosamine [RN:R00420]
Gene Name: GNE
Uniprot ID: Q9Y223 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Phosphatidylinositol N-acetylglucosaminyltransferase subunit A
Reactions:
  • UDP-N-acetyl-D-glucosamine + 1-phosphatidyl-1D-myo-inositol = UDP + 6-(N-acetyl-alpha-D-glucosaminyl)-1-phosphatidyl-1D-myo-inositol [RN:R02654 R05916]
Gene Name: PIGA
Uniprot ID: P37287 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: UDP-N-acetylhexosamine pyrophosphorylase
Reactions:
  • UTP + N-acetyl-alpha-D-glucosamine 1-phosphate = diphosphate + UDP-N-acetyl-D-glucosamine [RN:R00416]
Gene Name: UAP1
Uniprot ID: Q16222 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase
Reactions:
  • UDP-N-acetyl-D-glucosamine + dolichyl phosphate = UMP + N-acetyl-D-glucosaminyl-diphosphodolichol [RN:R01007 R05969]
Gene Name: DPAGT1
Uniprot ID: Q9H3H5 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Alpha-1,6-mannosyl-glycoprotein 2-beta-N-acetylglucosaminyltransferase
Reactions:
  • UDP-N-acetyl-D-glucosamine + 6-(alpha-D-mannosyl)-beta-D-mannosyl-R = UDP + 6-(2-[N-acetyl-beta-D-glucosaminyl]-alpha-D-mannosyl)-beta-D- mannosyl-R [RN:R07258]
Gene Name: MGAT2
Uniprot ID: Q10469 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Exostosin-1
Reactions:
  • UDP-alpha-D-glucuronate + N-acetyl-alpha-D-glucosaminyl-(1->4)-beta-D-glucuronosyl- proteoglycan = UDP + beta-D-glucuronosyl-(1->4)-N-acetyl-alpha-D-glucosaminyl-(1->4)- beta-D-glucuronosyl-proteoglycan [RN:R07335]
Gene Name: EXT1
Uniprot ID: Q16394 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Hyaluronan synthase 1
Reactions:
  • (1) UDP-alpha-N-acetyl-D-glucosamine + beta-D-glucuronosyl-(1->3)-N-acetyl-beta-D-glucosaminyl-(1->4)- [nascent hyaluronan] = UDP + N-acetyl-beta-D-glucosaminyl-(1->4)-beta-D-glucuronosyl-(1->3)-N- acetyl-beta-D-glucosaminyl-(1->4)-[nascent hyaluronan] [RN:R05327 R06068]
  • (2) UDP-alpha-D-glucuronate + N-acetyl-beta-D-glucosaminyl-(1->4)-beta-D-glucuronosyl-(1->3)- [nascent hyaluronan] = UDP + beta-D-glucuronosyl-(1->3)-N-acetyl-beta-D-glucosaminyl-(1->4)-beta- D-glucuronosyl-(1->3)-[nascent hyaluronan]
Gene Name: HAS1
Uniprot ID: Q92839 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Exostosin-like 3
Reactions:
  • UDP-N-acetyl-D-glucosamine + beta-D-glucuronosyl-(1->3)-beta-D-galactosyl-(1->3)-beta-D- galactosyl-(1->4)-beta-D-xylosyl-proteoglycan = UDP + alpha-N-acetyl-D-glucosaminyl-(1->4)-beta-D-glucuronosyl-(1->3)- beta-D-galactosyl-(1->3)-beta-D-galactosyl-(1->4)-beta-D-xylosyl- proteoglycan [RN:R05930]
Gene Name: EXTL3
Uniprot ID: O43909 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Exostosin-2
Reactions:
  • UDP-alpha-D-glucuronate + N-acetyl-alpha-D-glucosaminyl-(1->4)-beta-D-glucuronosyl- proteoglycan = UDP + beta-D-glucuronosyl-(1->4)-N-acetyl-alpha-D-glucosaminyl-(1->4)- beta-D-glucuronosyl-proteoglycan [RN:R07335]
Gene Name: EXT2
Uniprot ID: Q93063 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Exostosin-like 1
Reactions:
  • UDP-N-acetyl-D-glucosamine + beta-D-glucuronosyl-(1->4)-N-acetyl-alpha-D-glucosaminyl- proteoglycan = UDP + N-acetyl-alpha-D-glucosaminyl-(1->4)-beta-D-glucuronosyl-(1->4)-N- acetyl-alpha-D-glucosaminyl-proteoglycan [RN:R07334]
Gene Name: EXTL1
Uniprot ID: Q92935 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: N-acetyllactosaminide beta-1,3-N-acetylglucosaminyltransferase
Reactions:
  • UDP-N-acetyl-D-glucosamine + beta-D-galactosyl-(1->4)-N-acetyl-D-glucosaminyl-R = UDP + N-acetyl-beta-D-glucosaminyl-(1->3)-beta-D-galactosyl-(1->4)-N- acetyl-D-glucosaminyl-R [RN:R02789]
Gene Name: B3GNT1
Uniprot ID: O43505 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Alpha-1,6-mannosylglycoprotein 6-beta-N-acetylglucosaminyltransferase A
Reactions:
  • UDP-N-acetyl-D-glucosamine + 6-(2-[N-acetyl-beta-D-glucosaminyl]-alpha-D-mannosyl)-beta-D- mannosyl-R = UDP + 6-(2,6-bis[N-acetyl-beta-D-glucosaminyl]-alpha-D-mannosyl)-beta-D- mannosyl-R [RN:R04665]
Gene Name: MGAT5
Uniprot ID: Q09328 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Hyaluronan synthase 3
Reactions:
  • (1) UDP-alpha-N-acetyl-D-glucosamine + beta-D-glucuronosyl-(1->3)-N-acetyl-beta-D-glucosaminyl-(1->4)- [nascent hyaluronan] = UDP + N-acetyl-beta-D-glucosaminyl-(1->4)-beta-D-glucuronosyl-(1->3)-N- acetyl-beta-D-glucosaminyl-(1->4)-[nascent hyaluronan] [RN:R05327 R06068]
  • (2) UDP-alpha-D-glucuronate + N-acetyl-beta-D-glucosaminyl-(1->4)-beta-D-glucuronosyl-(1->3)- [nascent hyaluronan] = UDP + beta-D-glucuronosyl-(1->3)-N-acetyl-beta-D-glucosaminyl-(1->4)-beta- D-glucuronosyl-(1->3)-[nascent hyaluronan]
Gene Name: HAS3
Uniprot ID: O00219 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Beta-1,4-mannosyl-glycoprotein 4-beta-N-acetylglucosaminyltransferase
Reactions:
  • UDP-N-acetyl-D-glucosamine + beta-D-mannosyl-R = UDP + 4-(N-acetyl-beta-D-glucosaminyl)-beta-D-mannosyl-R [RN:R07259]
Gene Name: MGAT3
Uniprot ID: Q09327 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Hyaluronan synthase 2
Reactions:
  • (1) UDP-alpha-N-acetyl-D-glucosamine + beta-D-glucuronosyl-(1->3)-N-acetyl-beta-D-glucosaminyl-(1->4)- [nascent hyaluronan] = UDP + N-acetyl-beta-D-glucosaminyl-(1->4)-beta-D-glucuronosyl-(1->3)-N- acetyl-beta-D-glucosaminyl-(1->4)-[nascent hyaluronan] [RN:R05327 R06068]
  • (2) UDP-alpha-D-glucuronate + N-acetyl-beta-D-glucosaminyl-(1->4)-beta-D-glucuronosyl-(1->3)- [nascent hyaluronan] = UDP + beta-D-glucuronosyl-(1->3)-N-acetyl-beta-D-glucosaminyl-(1->4)-beta- D-glucuronosyl-(1->3)-[nascent hyaluronan]
Gene Name: HAS2
Uniprot ID: Q92819 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: N-acetyllactosaminide beta-1,6-N-acetylglucosaminyl-transferase, isoform B
Reactions:
  • UDP-N-acetyl-D-glucosamine + beta-D-galactosyl-(1->4)-N-acetyl-D-glucosaminyl-R = UDP + N-acetyl-beta-D-glucosaminyl-(1->6)-beta-D-galactosyl-(1->4)-N- acetyl-D-glucosaminyl-R [RN:R02790]
Gene Name: GCNT2
Uniprot ID: Q06430 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: UDP-N-acetylglucosamine transporter
Reactions:
    Gene Name: SLC35A3
    Uniprot ID: Q9Y2D2 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: Beta-1,3-N-acetylglucosaminyltransferase bGnT-2
    Reactions:
    • --- []
    Gene Name: bGnT-2
    Uniprot ID: Q9NY97 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: Exostosin-like 2
    Reactions:
    • UDP-N-acetyl-D-glucosamine + beta-D-glucuronosyl-(1->3)-beta-D-galactosyl-(1->3)-beta-D- galactosyl-(1->4)-beta-D-xylosyl-proteoglycan = UDP + alpha-N-acetyl-D-glucosaminyl-(1->4)-beta-D-glucuronosyl-(1->3)- beta-D-galactosyl-(1->3)-beta-D-galactosyl-(1->4)-beta-D-xylosyl- proteoglycan [RN:R05930]
    Gene Name: EXTL2
    Uniprot ID: Q9UBQ6 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: Alpha-1,3-mannosyl-glycoprotein 4-beta-N-acetylglucosaminyltransferase A
    Reactions:
    • UDP-N-acetyl-D-glucosamine + 3-(2-[N-acetyl-beta-D-glucosaminyl]-alpha-D-mannosyl)-beta-D- mannosyl-R = UDP + 3-(2,4-bis[N-acetyl-beta-D-glucosaminyl]-alpha-D-mannosyl)-beta-D- mannosyl-R [RN:R04662]
    Gene Name: MGAT4A
    Uniprot ID: Q9UM21 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: Alpha-1,3-mannosyl-glycoprotein 4-beta-N-acetylglucosaminyltransferase B
    Reactions:
    • UDP-N-acetyl-D-glucosamine + 3-(2-[N-acetyl-beta-D-glucosaminyl]-alpha-D-mannosyl)-beta-D- mannosyl-R = UDP + 3-(2,4-bis[N-acetyl-beta-D-glucosaminyl]-alpha-D-mannosyl)-beta-D- mannosyl-R [RN:R04662]
    Gene Name: MGAT4B
    Uniprot ID: Q9UQ53 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: UDP-GlcNAc:betaGal beta-1,3-N-acetylglucosaminyltransferase 5
    Reactions:
      Gene Name: B3GNT5
      Uniprot ID: Q9BYG0 Link_out
      Protein Sequence: FASTA
      Gene Sequence: FASTA
      Name: N-acetylglucosamine-1-phosphotransferase subunits alpha/beta
      Reactions:
      • UDP-N-acetyl-D-glucosamine + lysosomal-enzyme D-mannose = UMP + lysosomal-enzyme N-acetyl-D-glucosaminyl-phospho-D-mannose [RN:R04291]
      Gene Name: GNPTAB
      Uniprot ID: Q3T906 Link_out
      Protein Sequence: FASTA
      Gene Sequence: FASTA
      Name: UDP-N-acetylglucosamine transferase subunit ALG13 homolog
      Reactions:
      • UDP-N-acetyl-D-glucosamine + N-acetyl-D-glucosaminyl-diphosphodolichol = UDP + N,N'-diacetylchitobiosyl-diphosphodolichol [RN:R04494 R05970]
      Gene Name: ALG13
      Uniprot ID: Q9NP73 Link_out
      Protein Sequence: FASTA
      Gene Sequence: FASTA