Near-infrared dyes as surface enhanced raman scattering reporters
AssigneeBecton, Dickinson and Company
InventorsJoseph Thomas, Rajendra R. Bhat, W. Shannon Dillmore, Douglas B. Sherman
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Abstract
Nanoparticles comprising surface-enhanced Raman scattering (SERS) reporter molecules of the formula A-Y and methods of their use are disclosed, wherein A is: wherein X1 is CR4 or N; and Y is selected from the group consisting of:
Claims19
A nanoparticle comprising a SERS-active reporter molecule of the formula:
- A-Y
- wherein:
- A is:
- wherein X1 is CR4 or N;
- Y is selected from the group consisting of:
- wherein:
- r, s, and t are each independently an integer from 1 to 8;
- each X2 and X3 is independently selected from the group consisting of C, S, and N, under the proviso that (i) when X2 is C or S, R5 is Z, or when X3 is C or S, R6 is Z, as Z is defined herein below;
- (ii) if both X2 and X3 are N at the same time, at least one of R5 and R6 is absent;
- and (iii) when X2 is N, R5 when present is Z′, or when X3 is N, R6 when present is Z′, wherein Z′ is selected from the group consisting of:
- —(CH2)n—X4;
- —NR8—(CH2)p—X5;
- —(CH2)qX6C(═O)—R9,
- wherein:
- n, p, q, u, and v are each independently an integer from 1 to 8;
- X4 and X5 are each independently selected from the group consisting of hydroxyl, amino, and thiol;
- X6 is O or NR11;
- wherein:
- each R1, R2, R3, R4, R5, R6, R8, R10, R11, and Z is independently selected from the group consisting of H, alkyl, substituted alkyl, heteroalkyl, substituted heteroalkyl, cycloalkyl, substituted cycloalkyl, cycloheteroalkyl, substituted cycloheteroalkyl, aryl, substituted aryl, aralkyl, hydroxyl, alkoxyl, hydroxyalkyl, hydroxycycloalkyl, alkoxycycloalkyl, aminoalkyl, acyloxyl, alkylaminoalkyl, and alkoxycarbonyl;
- R7 is Z′;
- R9 is —(CH2)m—X7 or —(CH2)m—B, wherein
- m is an integer from 1 to 8;
- X7 is halogen;
- and
- B is a binding member having a binding affinity for a ligand or analyte to be detected.
The SERS active nanoparticle of 12, wherein the glass comprises SiOx.
15-44. (canceled)
A kit comprising a reagent comprising one or more surface-enhanced Raman spectroscopy (SERS)-active nanoparticles having associated therewith at least one SERS-active reporter molecule of Formula:
- A-Y
- wherein:
- A is:
- wherein X1 is CR4 or N;
- Y is selected from the group consisting of:
- wherein:
- r, s, and t are each independently an integer from 1 to 8;
- each X2 and X3 is independently selected from the group consisting of C, S, and N, under the proviso that (i) when X2 is C or S, R5 is Z, or when X3 is C or S, R6 is Z, as Z is defined herein below;
- (ii) if both X2 and X3 are N at the same time, at least one of R5 and R6 is absent;
- and (iii) when X2 is N, R5 when present is Z′, or when X3 is N, R6 when present is Z′, wherein Z′ is selected from the group consisting of:
- —(CH2)n—X4;
- —NR8—(CH2)p—X5;
- —(CH2)qX6C(═O)—R9,
- wherein:
- n, p, q, u, and v are each independently an integer from 1 to 8;
- X4 and X5 are each independently selected from the group consisting of hydroxyl, amino, and thiol;
- X6 is O or NR11;
- wherein:
- each R1, R2, R3, R4, R5, R6, R8, R10, R11, and Z is independently selected from the group consisting of H, alkyl, substituted alkyl, heteroalkyl, substituted heteroalkyl, cycloalkyl, substituted cycloalkyl, cycloheteroalkyl, substituted cycloheteroalkyl, aryl, substituted aryl, aralkyl, hydroxyl, alkoxyl, hydroxyalkyl, hydroxycycloalkyl, alkoxycycloalkyl, aminoalkyl, acyloxyl, alkylaminoalkyl, and alkoxycarbonyl;
- R7 is Z′;
- R9 is —(CH2)m—X7 or —(CH2)m—B, wherein
- m is an integer from 1 to 8;
- X7 is halogen;
- and
- B is a binding member having a binding affinity for a ligand or analyte to be detected.
Dependencies are inferred from the claim text.