Analyte sensors with ethylene oxide immunity

• US 9,855,359 B2
• Filed: 12/23/2013
• Issued: 01/02/2018
• Est. Priority Date: 12/23/2013
• Status: Expired due to Fees

• Current Assignee: Verily Life Sciences LLC (Alphabet Inc.)
• Original Assignee: Verily Life Sciences LLC (Alphabet Inc.)
• Inventors: Liu, Zenghe
• Primary Examiner(s): Kaur, Gurpreet
• Application Number:
  US14/138,379
• Publication Number:
  US 20150177177A1
• Time in Patent Office: 1,471 Days
• CPC Class Codes: A61B 5/14532 for measuring glucose, e.g. by tissue impedance measurement
• CPC Class Codes: A61B 5/14546 for measuring analytes not otherwise provided for, e.g. ions, cytochromes
• CPC Class Codes: A61B 5/1486 using enzyme electrodes, e.g. with immobilised oxidase
• CPC Class Codes: A61B 5/682 Mouth, e.g., oral cavity; tongue; Lips; Teeth
• CPC Class Codes: A61B 5/6821 Eye
• CPC Class Codes: A61L 2/206 Ethylene oxide
• CPC Class Codes: C12Q 1/006 for glucose

Abstract

Analyte sensors capable of undergoing sterilization with ethylene oxide are provided. The analyte sensors can include one or more polymer membranes having a nucleophilic group.

Claims

1. An analyte sensor comprising:

a polymer membrane comprising (meth)acrylate-derived units having a negatively charged nucleophilic group; and

an analyte sensing component embedded in the polymer membrane,

wherein the analyte sensor has been sterilized with ethylene oxide, and

wherein the negatively charged nucleophilic group is —

S⁻

, —

N(R′

)C(O)O⁻

, —

S(O)(R′

)⁻

, —

S(O)O⁻

, —

P(O)(OR′

)O⁻

, —

P(O)(R′

)O⁻

, —

P(O)(NR′

₂)O⁻

, —

P(O)(NR′

₂)(NR′

)⁻

, —

P(O)(R′

)(NR′

)⁻

, —

P(O)(OR′

)(NR′

)⁻

, —

OP(O)(OR′

)O⁻

, —

OP(O)(R′

)O⁻

, OP(O)(NR′

₂)O⁻

, —

OP(O)(NR′

₂)(NR′

)⁻

, —

OP(O)(R′

)(NR′

)⁻

, —

OP(O)(OR′

)(NR′

)⁻

, —

P(O)O₂²⁻

, —

P(O)(NR′

)₂²⁻

, —

OP(O)O₂²⁻

, —

OP(O)(NR′

)₂²⁻

or a salt thereof, wherein R′

is hydrogen or —

C₁-C₁₂alkyl.

2. The analyte sensor of claim 1, wherein the analyte sensor has been sterilized with ethylene oxide in an atmosphere of about 20% to about 80% humidity.

3. The analyte sensor of claim 1, wherein the analyte sensor has been sterilized with ethylene oxide in an atmosphere of below 20% humidity and at an ethylene oxide concentration between about 200 mg/L and about 500 mg/L.

4. The analyte sensor of claim 1, wherein the analyte sensor has been sterilized with ethylene oxide in an atmosphere of above 80% humidity and at an ethylene oxide concentration between about 500 mg/L and about 1,000 mg/L.

5. The analyte sensor of claim 1, wherein the analyte sensor has been sterilized with ethylene oxide at a temperature between about 20°

C. and about 70°

C.

6. The analyte sensor of claim 1, wherein the negatively charged nucleophilic group is a component of a salt.

7. The analyte sensor of claim 1, wherein the (meth)acrylate-derived unit has the structure of formula (III):

13. The analyte sensor of claim 7, wherein L is C₁-C₆alkyl or —

O—

C₁-C₆alkyl.

8. A method for sterilizing an analyte sensor, comprising:

contacting the analyte sensor with ethylene oxide,

wherein the analyte sensor comprises;

a polymer membrane comprising (meth)acrylate-derived units having a negatively charged nucleophilic group; and

an analyte sensing component embedded in the polymer membrane,

wherein the negatively charged nucleophilic group is —

S⁻

, —

N(R′

)C(O)O⁻

, —

S(O)(R′

)⁻

, —

S(O)O⁻

, —

P(O)(OR′

)O⁻

, —

P(O)(R′

)O⁻

, —

P(O)(NR′

₂)O⁻

, —

P(O)(NR′

₂)(NR′

)⁻

, —

P(O)(R′

)(NR′

)⁻

, —

P(O)(OR′

)(NR′

)⁻

, —

OP(O)(OR′

)O⁻

, —

OP(O)(R′

)O⁻

, —

OP(O)(NR′

₂)O⁻

, —

OP(O)(NR′

₂)(NR′

)⁻

, —

OP(O)(R′

)(NR′

)⁻

, —

OP(O)(OR′

)(NR′

)⁻

, —

P(O)O₂²⁻

, —

P(O)(NR′

)₂²⁻

, —

OP(O)O₂²⁻

, —

OP(O)(NR′

)₂²⁻

or a salt thereof, wherein R′

is hydrogen or —

C₁-C₁₂alkyl.

9. The method of claim 8, wherein the contacting occurs in an atmosphere of about 20% to about 80% humidity.

10. The method of claim 8, wherein the contacting occurs in an atmosphere of below 20% humidity and at an ethylene oxide concentration between about 200 mg/L and about 500 mg/L.

11. The method of claim 8, wherein the contacting occurs in an atmosphere of above 80% humidity and at an ethylene oxide concentration between about 500 mg/L and about 1,000 mg/L.

12. The method of claim 8, wherein the contacting occurs at a temperature between about 20°

C. and about 70°

C.

14. The method of claim 8, wherein the (meth)acrylate-derived unit has the structure of formula (III):

15. The method of claim 14, wherein L is C₁-C₆alkyl or —

O—

C₁-C₆alkyl.