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SML1158

Sigma-Aldrich

(2S)-Hypusine dihydrochloride

≥95% (HPLC)

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Synonym(s):
(+)-Hypusine dihydrochloride, N6-[(2RS)-4-Amino-2-hydroxybutyl]-L-lysine dihydrochloride
Empirical Formula (Hill Notation):
C10H23N3O3 · 2HCl
Molecular Weight:
306.23
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.77

Quality Level

Assay

≥95% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

H2O: 15 mg/mL, clear

storage temp.

−20°C

SMILES string

[H]Cl.[H]Cl.N[C@H](C(O)=O)CCCCNCC(O)CCN

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-;;/m0../s1

InChI key

UTSZZUVUESAPQD-AHBBCRTASA-N

Biochem/physiol Actions

(2S)-Hypusine is an unusual amino acid found only in eukaryotic translation initiation factor 5A (eIF5A) and a similar protein in archaebacteria. (2S)-Hypusine is formed by posttranslational modification of a lysine with the addition of the 4-aminobutyl moiety from the polyamine spermidine. There is increasing interest in the polyamine-hypusine axis and eIF5A, its a role in cell growth and differentiation, and a recent paper on the polyamine-hypusine axis as a potential new tumour suppressor network.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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