| Identification | Back Directory | [Name]
N,N'-[1,4-butanediylbis(imino-3,1-propanediyl)]-acetamide-bis-dihydrochloride (9CI) | [CAS]
77928-71-3 | [Synonyms]
DIACETYLSPERMINE
N',N''-diacetylspermine
N1,N12-Diacetylspermine hydrochloride
N1,N12-Diacetylspermine Dihydrochloride
N,N'-[1,4-butanediylbis(imino-3,1-propanediyl)]bis-acetamide, dihydrochloride | [Molecular Formula]
C14H31ClN4O2 | [MDL Number]
MFCD34469696 | [MOL File]
77928-71-3.mol | [Molecular Weight]
322.88 |
| Chemical Properties | Back Directory | [Melting point ]
240-242oC | [storage temp. ]
Hygroscopic, -20°C Freezer, Under inert atmosphere | [solubility ]
DMSO (Slightly, Heated, Sonicated), Methanol (Slightly), Water (Slightly) | [form ]
Solid | [color ]
White to Off-White | [Stability:]
Hygroscopic |
| Hazard Information | Back Directory | [Description]
N1,N12-Acetylspermine is a diacetylated derivative of spermine , an endogenous polyamine synthesized from spermidine , that displays lower Km and higher Vmax values than spermine, making it a better substrate of polyamine oxidase than the non-acetylated polyamine. Spermine is required for eukaryotic cell growth and protein synthesis and is involved in the modulation of calcium-dependent immune processes. Upregulation of N1,N12-acetylspermine has been linked to the incidence of cancer, making this natural polyamine a potential biomarker for cancer detection. | [Uses]
N1,N12-Diacetylspermine Dihydrochloride is a diacetylated derivative of Spermine (S680510) and is recognized as a novel tumor marker in patients with breast and colorectal cancers. | [Definition]
ChEBI: Diacetylspermine is a member of acetamides. | [IC 50]
Human Endogenous Metabolite | [storage]
Store at -20°C | [References]
[1] FRANK N. BOLKENIUS Nikolaus S. Acetylderivatives as intermediates in polyamine catabolism[J]. International Journal of Biochemistry, 1981, 13 3: Pages 287-292. DOI: 10.1016/0020-711x(81)90080-x
[2] HEATHER M WALLACE Alun H Alison V Fraser. A perspective of polyamine metabolism.[J]. Biochemical Journal, 2003, 376 Pt 1: 1-14. DOI: 10.1042/bj20031327
[3] KAZUEI IGARASHI Keiko K. Polyamines: Mysterious Modulators of Cellular Functions[J]. Biochemical and biophysical research communications, 2000, 271 3: Pages 559-564. DOI: 10.1006/bbrc.2000.2601
[4] CAROLINE H JOHNSON. Metabolism links bacterial biofilms and colon carcinogenesis.[J]. Cell metabolism, 2015, 21 6: 891-897. DOI: 10.1016/j.cmet.2015.04.011 |
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