Mannoosi-6-fosfaatti

Mannoosi-6-fosfaatti
Tunnisteet
IUPAC-nimi [(2R,3S,4S,5S)-3,4,5,6-tetrahydroksioksan-2-yyli]metyylidivetyfosfaatti
CAS-numero 3672-15-9
PubChem CID 65127
SMILES C(C1C(C(C(C(O1)O)O)O)O)OP(=O)(O)O[1]
Ominaisuudet
Molekyylikaava C6H13O9P
Moolimassa 260,134 g/mol

Mannoosi-6-fosfaatti (C6H13O9P) on mannoosisokerin ja fosforihapon muodostama esteri.

Biologinen rooli

Mannoosi-6-fosfaatti on välituote mannoosin aineenvaihduntareaktioissa. Eliöiden soluissa mannoosi fosforyloidaan mannokinaasi- tai heksokinaasientsyymien katalysoimana mannoosi-6-fosfaatiksi. Se voidaan isomeroida mannoosifosfaatti-isomeraasin katalysoimana fruktoosi-6-fosfaatiksi. Reaktio on reversiibeli ja sama entsyymi katalysoi myös mannoosi-6-fosfaatin muodostumista fruktoosi-6-fosfaatista.[2][3]

Mannoosi-6-fosfaatista eliöt muodostavat muun muassa GDP-mannoosia. Manoosi-6-fosfaattiryhmällä on merkitystä myös proteiinien tunnistamisessa. Golgin laitteen cis-osassa lysosomeihin lähetettävien proteiinien mannoosiryhmistä muokataan mannoosi-6-fosfaattiryhmiä. Ryhmän muodostaminen tapahtuu kahdessa vaiheessa. Ensin eräs fosfotransferaasientsyymi liittää proteiinin mannoosiin uridiinidifosfaatti-N-asetyyliglukosamiiniryhmän, joka hajotetaan toisessa vaiheessa N-asetyyliglukosaminidaasientsyymin katalysoimana N-asetyyliglukosamiiniksi ja mannoosi-6-fosfaattiryhmäksi. Golgin laitteen trans-sivulla on mannoosi-6-fosfaattireseptoreja, jotka tunnistavat mannoosi-6-fosfaattiryhmän ja ohjaavat nämä proteiinit kulkeutumaan lysosomiin.[3][4][5][6]

Lähteet

  1. ↑ Mannose-6-phosphate – Substance summary NCBI. Viitattu 17. syyskuuta 2011.
  2. ↑ Richard A Harvey,Denise R Ferrier: Lippincott's Illustrated Reviews: Biochemistry, s. 138. Lippincott Williams & Wilkins, 2010. ISBN 978-1-60831-412-6 Kirja Googlen teoshaussa (viitattu 17.9.2011). (englanniksi)
  3. ↑ a b Teresa K. Attwood,Richard Cammack: Oxford dictionary of biochemistry and molecular biology, s. 404. Oxford University Press, 2006. ISBN 978-0198529170 Kirja Googlen teoshaussa (viitattu 17.9.2011). (englanniksi)
  4. ↑ Michael Lieberman,Allan D. Marks,Colleen M. Smith: Marks' basic medical biochemistry, s. 560. Lippincott Williams & Wilkins, 2008. ISBN 978-0781770224 Kirja Googlen teoshaussa (viitattu 17.9.2011). (englanniksi)
  5. ↑ B. D. Hames,N. M. Hooper: Instant notes in biochemistry, s. 235. Garland Science, 2000. ISBN 978-1859961421 Kirja Googlen teoshaussa (viitattu 17.9.2011). (englanniksi)
  6. ↑ Golgin laitteen rakenne Solunetti. Viitattu 17.9.2011.

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