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{{DISPLAYTITLE:''S''-Adenosylmethioninamine}} {{DISPLAYTITLE:''S''-Adenosylmethioninamine}}
{{Chembox {{Chembox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 418104160
| Name=''S''-Adenosylmethioninamine | Name=''S''-Adenosylmethioninamine
| ImageFile = S-Adenosylmethioninamine.svg | ImageFile = S-adenosyl-3-methylthiopropylamine.svg
| IUPACName = ''S''-(3-Aminopropyl)-''S''-methyl-5′-thioadenosin-5′-ium
| IUPACName = 3-aminopropyl-<nowiki>methyl]-methylsulfanium | SystematicName = (3-Aminopropyl){methyl}methylsulfanium
| OtherNames = ''S''-Adenosyl-(5')-3-methylthiopropylamine, decarboxylated ''S''-adenosyl methionine, (5-Deoxy-5-adenosyl)(3-aminopropyl)methylsulfonium cation | OtherNames = ''S''-Adenosyl-(5′)-3-methylthiopropylamine<br/>decarboxylated ''S''-adenosyl methionine<br/>decarboxy-''S''-adenosyl methionine<br/>(5-Deoxy-5-adenosyl)(3-aminopropyl)methylsulfonium cation
| Section1 = {{Chembox Identifiers | Section1 = {{Chembox Identifiers
| Abbreviations = dAdoMet, dc-SAM | Abbreviations = dAdoMet, dc-SAM
| CASNo_Ref = {{cascite|changed|??}}
⚫ | PubChem = 439415
| CASNo = 22365-13-5
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = Y283L4G9XM
⚫ | PubChem = 439415
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 15625 | ChEBI = 15625
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = C01137
| SMILES = }} | KEGG = C01137
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID = 388529
| SMILES = C(CCCN)C1(((O1)n2cnc3c2ncnc3N)O)O
| InChI = 1/C14H23N6O3S/c1-24(4-2-3-15)5-8-10(21)11(22)14(23-8)20-7-19-9-12(16)17-6-18-13(9)20/h6-8,10-11,14,21-22H,2-5,15H2,1H3,(H2,16,17,18)/q+1/t8-,10-,11-,14-,24?/m1/s1
| InChIKey = ZUNBITIXDCPNSD-LSRJEVITBK
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 1S/C14H23N6O3S/c1-24(4-2-3-15)5-8-10(21)11(22)14(23-8)20-7-19-9-12(16)17-6-18-13(9)20/h6-8,10-11,14,21-22H,2-5,15H2,1H3,(H2,16,17,18)/q+1/t8-,10-,11-,14-,24?/m1/s1
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = ZUNBITIXDCPNSD-LSRJEVITSA-N }}
| Section2 = {{Chembox Properties | Section2 = {{Chembox Properties
| Formula = C<sub>14</sub>H<sub>23</sub>N<sub>6</sub>O<sub>3</sub>S<sup>+</sup> | Formula = C<sub>14</sub>H<sub>23</sub>N<sub>6</sub>O<sub>3</sub>S<sup>+</sup>
| MolarMass = 355.43582 g/mol }} | MolarMass = 355.43582 g/mol }}
}} }}


'''''S''-Adenosylmethioninamine''' ('''decarboxylated ]''') is a ] that is involved in the biosynthesis of polyamines including ], ], and ].<ref name="">{{cite journal| last=Takahashi | first=Taku | coauthors=Jun-Ichi Kakehi | date=2009-10-13 | title=Polyamines: Ubiquitous polycations with unique roles in growth and stress responses | journal=] | volume=105 | issue=1 | pages=1–6 | doi=10.1093/aob/mcp259}}</ref> '''''S''-Adenosylmethioninamine''' is a ] that is required for the biosynthesis of ] including ], ], and ].<ref name="takahashi">{{cite journal|last=Takahashi|first=Taku|first2=Jun-Ichi|last2=Kakehi |date=2009-10-13|title=Polyamines: Ubiquitous polycations with unique roles in growth and stress responses|journal=]|volume=105|issue=1|pages=1–6|doi=10.1093/aob/mcp259|pmc=2794062|pmid=19828463}}</ref> It is produced by ] of ].


== See also == == See also ==
⚫ * ] (AMD1)
* ]
⚫ * ]
* ] * ]
* ] * ]
* ] * ] (ACAULIS5)


== References == == References ==
{{Reflist}}
<references />


{{DEFAULTSORT:Adenosylmethioninamine}}

⚫ {{biochem-stub}}

⚫ ]
] ]
] ]
] ]
⚫ ]


⚫ {{biochem-stub}}

Latest revision as of 03:21, 17 October 2023

S-Adenosylmethioninamine
Names
IUPAC name S-(3-Aminopropyl)-S-methyl-5′-thioadenosin-5′-ium
Systematic IUPAC name (3-Aminopropyl){methyl}methylsulfanium
Other names S-Adenosyl-(5′)-3-methylthiopropylamine
decarboxylated S-adenosyl methionine
decarboxy-S-adenosyl methionine
(5-Deoxy-5-adenosyl)(3-aminopropyl)methylsulfonium cation
Identifiers
CAS Number
3D model (JSmol)
Abbreviations dAdoMet, dc-SAM
ChEBI
ChemSpider
KEGG
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C14H23N6O3S/c1-24(4-2-3-15)5-8-10(21)11(22)14(23-8)20-7-19-9-12(16)17-6-18-13(9)20/h6-8,10-11,14,21-22H,2-5,15H2,1H3,(H2,16,17,18)/q+1/t8-,10-,11-,14-,24?/m1/s1Key: ZUNBITIXDCPNSD-LSRJEVITSA-N
  • InChI=1/C14H23N6O3S/c1-24(4-2-3-15)5-8-10(21)11(22)14(23-8)20-7-19-9-12(16)17-6-18-13(9)20/h6-8,10-11,14,21-22H,2-5,15H2,1H3,(H2,16,17,18)/q+1/t8-,10-,11-,14-,24?/m1/s1Key: ZUNBITIXDCPNSD-LSRJEVITBK
SMILES
  • C(CCCN)C1(((O1)n2cnc3c2ncnc3N)O)O
Properties
Chemical formula C14H23N6O3S
Molar mass 355.43582 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

S-Adenosylmethioninamine is a substrate that is required for the biosynthesis of polyamines including spermidine, spermine, and thermospermine. It is produced by decarboxylation of S-adenosyl methionine.

See also

References

  1. Takahashi, Taku; Kakehi, Jun-Ichi (2009-10-13). "Polyamines: Ubiquitous polycations with unique roles in growth and stress responses". Annals of Botany. 105 (1): 1–6. doi:10.1093/aob/mcp259. PMC 2794062. PMID 19828463.


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