| Record Information |
|---|
| Version |
3.5 |
| Creation Date |
2008-10-29 07:02:23 -0600 |
| Update Date |
2013-02-08 17:25:45 -0700 |
| HMDB ID |
HMDB11140 |
| Secondary Accession Numbers |
None |
| Metabolite Identification |
|---|
| Common Name |
Hypusine |
| Description |
Hypusine is formed in eIF-5A by post-translational modification of one of the lysyl residues. There are two reactions and two enzymes involved:; Hypusine is an unusual amino acid found in all eukaryotes and in some archaea, but not in bacteria. The only known protein containing hypusine is eukaryotic translation initiation factor 5A (eIF-5A) and a similar protein found in archaebacteria. In human, two isoforms of eIF-5A have been described: eIF-5A-1 and eIF-5A-2. They are coded by two different genes. This protein is involved in protein biosynthesis and promotes the formation of the first peptide bond. The region surrounding the hypusine residue is highly conserved among the eukaryotes and is essential to the function of eIF-5A. Thus, hypusine and eIF-5A appear to be vital for the viability and proliferation of eukaryotic cells. |
| Structure |
Download:
MOL |
SDF |
SMILES |
InChI
Display:
2D Structure |
3D Structure
|
| Synonyms |
- N(6)-(4-Amino-2-hydroxybutyl)-L-lysine
|
| Chemical Formula |
C10H23N3O3 |
| Average Molecular Weight |
233.3079 |
| Monoisotopic Molecular Weight |
233.173941617 |
| IUPAC Name |
(2S)-2-amino-6-{[(2S)-4-amino-2-hydroxybutyl]amino}hexanoic acid |
| Traditional IUPAC Name |
(2S)-2-amino-6-{[(2S)-4-amino-2-hydroxybutyl]amino}hexanoic acid |
| CAS Registry Number |
34994-11-1 |
| SMILES |
NCC[C@H](O)CNCCCC[C@H](N)C(O)=O |
| InChI Identifier |
InChI=1S/C10H23N3O3/c11-5-4-8(14)7-13-6-2-1-3-9(12)10(15)16/h8-9,13-14H,1-7,11-12H2,(H,15,16)/t8-,9-/m0/s1 |
| InChI Key |
BZUIJMCJNWUGKQ-IUCAKERBSA-N |
| Chemical Taxonomy |
|---|
| Kingdom |
Organic Compounds |
| Super Class |
Amino Acids, Peptides, and Analogues |
| Class |
Amino Acids and Derivatives |
| Sub Class |
Alpha Amino Acids and Derivatives |
| Other Descriptors |
- Aliphatic Acyclic Compounds
- Amino Fatty Acids
- Organic Compounds
- Straight Chain Fatty Acids
|
| Substituents |
- 1,2 Aminoalcohol
- 1,3 Aminoalcohol
- Carboxylic Acid
- Medium Chain Hydroxy Acid
- Polyamine
- Primary Aliphatic Amine (Alkylamine)
- Secondary Alcohol
- Secondary Aliphatic Amine (Dialkylamine)
|
| Direct Parent |
Alpha Amino Acids and Derivatives |
| Ontology |
|---|
| Status |
Expected and Not Quantified |
| Origin |
|
| Biofunction |
- Component of Protein biosynthesis
|
| Application |
Not Available |
| Cellular locations |
Not Available |
| 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 |
|
| Spectra |
|---|
|
Not Available
|
| Biological Properties |
|---|
| Cellular Locations |
Not Available
|
| Biofluid Locations |
Not Available
|
| Tissue Location |
Not Available
|
| Pathways |
Not Available
|
| Normal Concentrations |
|---|
|
Not Available |
| Abnormal Concentrations |
|---|
|
Not Available |
| Associated Disorders and Diseases |
|---|
| Disease References |
None |
| Associated OMIM IDs |
None |
| External Links |
|---|
| DrugBank ID |
Not Available |
| Phenol Explorer Compound ID |
Not Available |
| Phenol Explorer Metabolite ID |
Not Available |
| FoodDB ID |
FDB027916 |
| KNApSAcK ID |
Not Available |
| Chemspider ID |
58862  |
| KEGG Compound ID |
Not Available |
| BioCyc ID |
Not Available |
| BiGG ID |
Not Available |
| Wikipedia Link |
Not Available |
| NuGOwiki Link |
HMDB11140 |
| Metagene Link |
HMDB11140 |
| METLIN ID |
Not Available |
| PubChem Compound |
65396 |
| PDB ID |
Not Available |
| ChEBI ID |
Not Available |
| References |
|---|
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available
|
| General References |
Not Available
|
