# US 2014/0154700 A1 · Compositions and Methods for Detecting Vitamin D

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- Number: US 2014/0154700 A1
- Document ID: US20140154700A1
- Status: Published application
- Kind: A1
- Application number: 13/690,332
- Filed: 2012-11-30
- Published: 2014-06-05
- Earliest claimed: 2012-11-30
- Assignees: Siemens Healthcare Diagnostics Inc.
- Inventors: Zhu Teng; Roland Janzen; Martin A. Drinan
- Web page: https://patentgrep.com/patent/US20140154700A1

## CPC

- G01N 33/82: involving vitamins {or their receptors}
- C07C 401/00: Irradiation products of cholesterol or its derivatives; Vitamin D derivatives, 9,10-seco cyclopenta[a]phenanthrene or analogues obtained by chemical preparation without irradiation
- C07F 5/003: {without C-Metal linkages}
- G01N 21/76: Chemiluminescence; Bioluminescence
- A61K 39/385: Haptens or antigens, bound to carriers
- G01N 33/532: Production of labelled immunochemicals
- Y10T 436/203332: Hydroxyl containing
- G01N: INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES (measuring or testing apparatus or processes other than immunoassay, involving enzymes or microorganisms C12M, C12Q)
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07F: ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM (metal-containing porphyrins C07D487/22)
- A61K: PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES (devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms A61J3/00; chemical aspects of, or use of materials for deodorisation of air, for disinfection or sterilisation, or for bandages, dressings, absorbent pads or surgical articles A61L; soap compositions C11D)
- Y10T: TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION

## Abstract

Compounds include carbamate derivatives of vitamin D including vitamin D3 and vitamin D2. The compounds are useful in methods and kits for determining the presence and/or amount of vitamin D including vitamin D analogs and metabolites thereof in a sample suspected of containing the same.

## Claims

### Claim 1

A compound of the formula:
wherein:
Z is an alkyl, alkenyl or alkynyl group having 1 to 10 carbon atoms, which may be unsubstituted or one or more of which may be substituted by one or more of hydroxy, lower alkoxy, oxo, and oxime;
R is —O-succinimidyl, —NH—O-(A)k-R2, wherein R2 is a member of a signal producing system, —(CH2)nCOOH, —(CH2)mCOONHS (NHS is N-hydroxysuccinimide), a small molecule, a binding partner for a small molecule, or a support; A is a linking group; k is 0 or 1; n is an integer of 1 to 5 and m is an integer of 1 to 5; and
R4 is H, OH or lower alkoxy.

### Claim 2 (depends on 1)

The compound according to claim 1 wherein Z is a branched alkyl group or a branched alkenyl group having 4 to 10 carbon atoms wherein a terminal carbon atom of the branched alkyl group or the branched alkenyl group comprises a hydroxyl.

### Claim 3 (depends on 1)

The compound according to claim 1 wherein R2 is a member of a signal producing system selected from the group consisting of fluorescent compounds, chemiluminescent compounds, sensitizers, enzymes and radiolabels.

### Claim 4

A compound of the formula:
or a compound of the formula:
wherein:
R′ is —O-succinimidyl or —NH—O-(A)k-R2, wherein R2 is a member of a signal producing system, —(CH2)nCOOH, —(CH2)mCOONHS (NHS is N-hydroxysuccinimide), a small molecule, a binding partner for a small molecule, or a support; A is a linking group; k is 0 or 1; n is an integer of 1 to 5 and m is an integer of 1 to 5;
R1 is H, OH, or protected OH; and
R4 is H, OH or lower alkoxy.

### Claim 5 (depends on 4)

The compound according to claim 4 wherein R2 is a member of a signal producing system selected from the group consisting of fluorescent compounds, chemiluminescent compounds, sensitizers, enzymes and radiolabels.

### Claim 6 (depends on 4)

The compound according to claim 4 wherein R2 is a member of a signal producing system that comprises a particle.

### Claim 7 (depends on 6)

The compound according to claim 6 wherein the particle is selected from the group consisting of fluorescent particles, chemiluminescent particles, sensitizer particles and magnetic particles.

### Claim 8 (depends on 1, 5)

A method of determining in a sample the presence and/or amount of vitamin D, the method comprising:
(a) providing in combination in a medium:
(i) the sample,
(ii) the compound according to claim 5, and
(iii) a specific binding member for vitamin D;
(b) subjecting the combination to conditions for binding of the compound of claim 1 to the specific binding member to form a complex, and
(c) measuring the amount of the complex, the amount of the complex being related to the presence and/or amount of vitamin D in the sample.

### Claim 9

A compound of the formula:
or a compound of the formula:
wherein:
L is selected from the group consisting of chemiluminescent particles and sensitizer particles and R1′ is OH and A′ is a linking group.

### Claim 10 (depends on 9)

The compound according to claim 9 wherein L is a chemiluminescent particle.

### Claim 11 (depends on 9)

The compound according to claim 9 having the formula:
or the formula:
wherein:
p is an integer from 1 to 5, q is an integer from 1 to 5 and r is an integer from 1 to 5.

### Claim 12 (depends on 11)

The compound according to claim 11 wherein L is a chemiluminescent particle.

### Claim 13 (depends on 9)

An assay for vitamin D comprising employing as one reagent in the assay the compound according to claim 9.

### Claim 14 (depends on 1, 9)

A method of determining in a sample the presence and/or amount of vitamin D, the method comprising:
(a) providing in combination in a medium:
(i) the sample,
(ii) the compound according to claim 9, and
(iii) a specific binding member for vitamin D;
(b) subjecting the combination to conditions for binding of the compound of claim 1 to the specific binding member to form a complex, and
(c) measuring the amount of the complex, the amount of the complex being related to the presence and/or amount of vitamin D in the sample.

### Claim 15

A method of determining in a sample the presence and/or amount of vitamin D, the method comprising:
(a) providing in combination in a medium:
(i) the sample,
(ii) a compound of the formula:
or a compound of the formula:
wherein:
R″ is —NH—O-A″—R2′, wherein R2′ is a member of a signal producing system and A″ is a linking group, and
R1″ is H or OH; and
(iii) a specific binding member for vitamin D;
(b) subjecting the combination to conditions for binding of the compound of to the specific binding member to form a complex, and
(c) measuring the amount of the complex, the amount of the complex being related to the presence and/or amount of vitamin D in the sample.

### Claim 16 (depends on 15)

The method according to claim 15 wherein A″ is —(CH2)p—C(O)—(W)b—(CH2)q—(X)c—(CH2)r— wherein W and X are each independently —NH— or —O—, b and c are each independently 0 or 1, p is an integer of 1 to 5, q is an integer of 1 to 5, and r is an integer of 1 to 5.

### Claim 17 (depends on 15)

The method according to claim 15 wherein the member of the signal producing system is selected from the group consisting of sensitizers and chemiluminescent compounds.

### Claim 18 (depends on 17)

The method according to claim 17 wherein the member of the signal producing system is associated with a particle.

### Claim 19 (depends on 15)

The method according to claim 15 wherein the member of the signal producing system is a photosensitizer and the combination further comprises a chemiluminescent reagent.

### Claim 20 (depends on 15)

The method according to claim 15 wherein the member of the signal producing system is a chemiluminescent compound and the combination further comprises a photosensitizer reagent.