Reaction #1747849

ord-34cbc220044e4ddfa08a0e8d4e75a805

Reaction equation

CC(=O)N(O)CCCCCNC(=O)CCC(=O)N(O)CCCCCNC(=O)CCC(=O)N(O)CCCCCN
desferrioxamine
CC(=O)N(O)CCCCCNC(=O)CCC(=O)N(O)CCCCCNC(=O)CCC(=O)N(O)CCCCCN
desferrioxamine
O=C1OC2(c3ccc(O)cc3Oc3cc(O)ccc32)c2ccc(N=C=S)cc21
fluorescein isothiocyanate
O=C1OC2(c3ccc(O)cc3Oc3cc(O)ccc32)c2ccc(N=C=S)cc21
FITC
→
CC(=O)N(O)CCCCCNC(=O)CCC(=O)N(O)CCCCCNC(=O)CCC(=O)N(O)CCCCCN.O=C(O)c1ccccc1-c1c2ccc(=O)cc-2oc2cc(O)ccc12
Fluorescein Desferrioxamine

Reactants

CC(=O)N(O)CCCCCNC(=O)CCC(=O)N(O)CCCCCNC(=O)CCC(=O)N(O)CCCCCN
desferrioxamine
CC(=O)N(O)CCCCCNC(=O)CCC(=O)N(O)CCCCCNC(=O)CCC(=O)N(O)CCCCCN
desferrioxamine
O=C1OC2(c3ccc(O)cc3Oc3cc(O)ccc32)c2ccc(N=C=S)cc21
fluorescein isothiocyanate
O=C1OC2(c3ccc(O)cc3Oc3cc(O)ccc32)c2ccc(N=C=S)cc21
FITC

Reagents

None

Solvents

O=C([O-])[O-].[Na+].[Na+]
sodium carbonate
[Al]
aluminum

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Otherto react for at least 24 hours at room temperature
  2. 2
    OtherTo separate fluorescently labeled desferrioxamine from free fluorescein and free desferrioxamine
  3. 3
    Otherthe mixture is separated
  4. 4
    Washare eluted in 2 mL fractions
  5. 5
    WashThe fluorescein-desferrioxamine is eluted in the void volume of the column
  6. 6
    OtherThe first peak is collected
  7. 7
    Otherused for preparing fluorescein-desferrioxamine, desferrioxamine, and rhodamine liposomes

Procedure

An aliquot of 120 mg of desferrioxamine and 233.64 mg of fluorescein isothiocyanate (FITC) are mixed in 50 mL of 0.1 M sodium carbonate pH 9.5. A molar ratio of 3:1 of FITC: desferrioxamine is used as described in Hentz et al. (1997) Anal. Chem. 69:4994-5000. The reaction mixture is wrapped in aluminum foil to avoid light exposure and allowed to react for at least 24 hours at room temperature. To separate fluorescently labeled desferrioxamine from free fluorescein and free desferrioxamine, the mixture is separated using a P-2 column (Bio-Rad) equilibrated in saline and samples are eluted in 2 mL fractions. The fluorescein-desferrioxamine is eluted in the void volume of the column. The first peak is collected and used for preparing fluorescein-desferrioxamine, desferrioxamine, and rhodamine liposomes.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08029795B2uspto-grants-2011_10