Structure of GeneticinG418 Sulphate CAS 108321-42-2

Iden­ti­fi­ca­tion

CAS Number

108321-42-2

Name

Geneticin/​G418 Sulphate

Syn­onyms

(1S,2S,3R,4S,6R)-4,6-Diamino-3-({(5R)-2-amino-2-deoxy-5-[(1R)-1-hydroxyethyl]-α-D-xylopyranosyl}oxy)-2-hydroxycyclohexyl 3-deoxy-4-C-methyl-3-(methylamino)-β-L-arabinopyranoside sul­fate (1:2)
[ACD/IUPAC Name]
(1S,2S,3R,4S,6R)-4,6-Diamino-3-({(5R)-2-amino-2-des­oxy-5-[(1R)-1-hydroxyethyl]-α-D-xylopyranosyl}oxy)-2-hydroxycyclohexyl-3-desoxy-4-C-methyl-3-(methylamino)-β-L-arabinopyranosidsulfat (1:2)
[Ger­man]
[ACD/IUPAC Name]
108321-42-2
[RN]
3-Désoxy-4-C-méthyl-3-(méthylamino)-β-L-arabinopyranoside de (1S,2S,3R,4S,6R)-4,6-diamino-3-({(5R)-2-amino-2-désoxy-5-[(1R)-1-hydroxyéthyl]-α-D-xylopyranosyl}oxy)-2-hydroxycyclohexyle sul­fate ( 1:2)
[French]
[ACD/IUPAC Name]
D-gly­c­ero-α-D-glu­­co-Hep­­­topy­­ra­no­side, (1R,2S,3S,4R,6S)-4,6-diamino-3-[[3-deoxy-4-C-methyl-3-(methylamino)-β-L-arabinopyranosyl]oxy]-2-hydroxycyclohexyl 2-amino-2,7-dideoxy-, sul­fate (1:2) (salt)
[ACD/​Index Name]
G-418 sul­fate
G418 disul­fate
G418 disul­fate salt
Gen­tam­icin disul­fate
Unver­i­fied
(2R,3R,4R,5R)-2-[(1S,2S,3R,4S,6R)-4,6-diamino-3-[(2S,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-[(1R)-1-hydroxyethyl]oxan-2-yl]oxy-2-hydroxycyclohexyl]oxy-5-methyl-4-(methylamino)oxane-3,5-diol and sul­fu­ric acid
(2R,3R,4R,5R)-2-{[(1S,2S,3R,4S,6R)-4,6-diamino-3-{[(2S,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-[(1R)-1-hydroxyethyl]oxan-2-yl]oxy}-2-hydroxycyclohexyl]oxy}-5-methyl-4-(methylamino)oxane-3,5-diol ; bis(sulfuric acid)
(2R,3S,4R,5R,6S)-5-Amino-6-(((1R,2S,3S,4R,6S)-4,6-diamino-3-(((2R,3R,4R,5R)-3,5-dihydroxy-5-methyl-4-(methylamino)tetrahydro-2H-pyran-2-yl)oxy)-2-hydroxycyclohexyl)oxy)-2-((R)-1-hydroxyethyl)tetrahydro-2H-pyran-3,4-diol bis(sulfate)
(2R,3S,4R,5R,6S)-5-AMINO-6-{[(1R,2S,3S,4R,6S)-4,6-DIAMINO-3-{[(2R,3R,4R,5R)-3,5-DIHY­DROXY-5-METHYL-4-(METHY­LAMINO)OXAN-2-YL]OXY}-2-HYDROX­Y­CY­CLO­HEXYL]OXY}-2-[(1R)-1-HYDROX­YETHYL]OXANE-3,4-DIOL
49662-05-7
[RN]
Antibi­ot­ic G-418 sul­fate
Antibi­ot­ic G-418, sul­fate (salt)
BIS(SUL­FU­RIC ACID)
G-418 (disul­fate)
G-418 (sul­fate)
G-418 disul­fate
G-418 Disul­phate
G418 disul­fate, Cell Cul­ture Reagent
G418 sul­fate
G418Disulfate
G418sulfate
Geneticin
Geneticin disul­fate
Geneticin sul­fate
Geneticin sulfate;Gentamicin sulfate;Antibiotic G-418 sul­fate
Gen­tam­icin sul­fate
MFCD28168024
[MDL number]

SMILES

CN[C@@H]1C@@HC@@HO)C@@HC@H[C@H]3N)C@@HC[C@H]2N)OC[C@]1(C)O.O=S(=O)(O)O.O=S(=O)(O)O

Std­InChI

InChI=1S/C20H40N4O10.2H2O4S/c1-6(25)14-11(27)10(26)9(23)18(32-14)33-15-7(21)4-8(22)16(12(15)28)34-19-13(29)17(24-3)20(2,30)5-31-19;21-5(2,3)4/h6-19,24-30H,4-5,21-23H2,1-3H3;2(H2,1,2,3,4)/t6-,7+,8-,9-,10-,11+,12+,13-,14-,15-,16+,17-,18-,19-,20+;;/m1../s1

Std­InChIKey

UHEP­­SJJJMTWUCP-DHDYTC­SH­SA-N

Mol­e­c­u­lar Formula

C20H44N4O18S2

Mol­e­c­u­lar Weight

692.702

MDL Number

MFCD28168024

Prop­er­ties

Appear­ance

White pow­der

Safe­ty Data

Sym­bol

exclamation-mark-jpgGHS08

Sig­nal Word

Dan­ger

Haz­ard statements

H317,H334

Pre­cau­tion­ary Statements

P261 – P272 – P280 – P284 – P302 + P352 – P333 + P313

RIDADR 

NONH for all modes of transport

WGK Germany

3

MSDS Download

GeneticinG418 Sul­phate CAS 108321-42-2 SDSDown­load

Spec­i­fi­ca­tions and Oth­er Infor­ma­tion of Our Geneticin/​G418 Sul­phate CAS 108321-42-2

Iden­ti­fi­ca­tion Methods

HNMR, HPLC

Sol­u­bil­i­ty (Turbidity)100mg/Ml In H₂O

Clear to very slight­ly hazy

Puri­ty

≥95%

Bio­log­i­cal Assay

ED50 Resis­tant : ≥2500µg/​mL ; ED50 Sen­si­tive : ≤400µg/​mL

Absorbance

1mg/​ml H2O : 280nm<0.015 ; 100mg/​ml H2O : 570nm<0.10

PH

4.6-6.0

Heavy Met­als

≤20ppm

Water

<10%

Poten­cy (On A Dry Basis)

≥720µg/​mg

Shelf Life

2 years

Stor­age

Store at 2­8 °C for long time ; in con­tain­er tight­ly sealed ; Pro­tect from light.

Known Appli­ca­tion

Geneticin (G418 Sul­fate), an amino­gly­co­side antibi­ot­ic, is an inhibitor of 80 S ribo­somes exten­sion. It can block polypep­tide syn­the­sis by inhibit­ing the exten­sion step in both prokary­ot­ic and eukary­ot­ic cells. It blocks polypep­tide syn­the­sis by inter­fer­ing with ribo­some func­tion. It is not a com­mon­ly used stan­dard antibi­ot­ic, but is often used to select prokary­ot­ic and eukary­ot­ic cells trans­fect­ed with neomycin resis­tance genes. It is wide­ly used in gene trans­fer, gene knock­out, resis­tance screen­ing, and trans­genic animals.

This prod­uct is devel­oped by our R&D com­pa­ny Ulcho Bio­chem­i­cal Ltd (http://​www​.ulcho​.com/).

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