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Hypusine (dihydrochloride)

CAT: 0804-HY-122039Size: 1 EachDry Ice: NoHazardous: No
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Description
Hypusine dihydrochloride is a natural amino acid found only in the eukaryotic translation initiation factor 5A (eIF-5A) . Hypusine is formed by the transfer of the butylamine portion from spermidine to the ϵ-amino group of a specific lysine residue of eIF-5A precursor and by the hydroxylation at carbon 2 of the incoming 4-aminobutyl moiety[1][2].
CAS Number
82310-93-8
UNSPSC
12352211
Target
Amino Acid Derivatives
Type
Reference compound
Related Pathways
Others
Field of Research
Others
Assay Protocol
https://www.medchemexpress.com/hypusine-dihydrochloride.html
Smiles
O=C([C@H](CCCCNC[C@@H](CCN)O)N)O.Cl.Cl
Molecular Formula
C10H25Cl2N3O3
Molecular Weight
306.23
References & Citations
[1]Park MH, et al. Hypusine, a polyamine-derived amino acid critical for eukaryotic translation. J Biol Chem. 2018 Nov 30;293 (48) :18710-18718.|[2]Beninati S, et al. Tissue transglutaminase expression affects hypusine metabolism in BALB/c 3T3 cells. FEBS Lett. 1998 Oct 16;437 (1-2) :34-8.
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

Hypusine dihydrochloride
CAS Number82310-93-8
PubChem CID72941605
IUPAC Name(2S)-2-amino-6-[[(2R)-4-amino-2-hydroxybutyl]amino]hexanoic acid;dihydrochloride
Molecular FormulaC10H25Cl2N3O3
Molecular Weight306.23
Topological Polar Surface Area122
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count6
Rotatable Bond Count10
Heavy Atom Count18
Formal Charge0
Complexity190
SMILES
C(CCNC[C@@H](CCN)O)C[C@@H](C(=O)O)N.Cl.Cl
InChI
InChI=1S/C10H23N3O3.2ClH/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);2*1H/t8-,9+;;/m1../s1
InChIKey
UTSZZUVUESAPQD-BPRGXCPLSA-N
Chemical Structure
2D Structure
2D structure of Hypusine dihydrochloride
CAS: 82310-93-8
CID: 72941605
Formula: C10H25Cl2N3O3
MW: 306.23
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight306.23
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count6
Rotatable Bond Count10
Exact Mass305.1272971
Monoisotopic Mass305.1272971
Topological Polar Surface Area122 Ų
Heavy Atom Count18
Formal Charge0
Complexity190
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count3
Compound Is CanonicalizedYes