# US 2014/0155345 A1 · Biotinylated compounds

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- Number: US 2014/0155345 A1
- Document ID: US20140155345A1
- Status: Published application
- Kind: A1
- Application number: 14/096,845
- Filed: 2013-12-04
- Published: 2014-06-05
- Earliest claimed: 2012-12-05
- Assignees: Rutgers, The State University of New Jersey
- Applicants: Rutgers, the State University of New Jersey
- Inventors: Roger A. Jones; Barbara L. Gaffney
- Web page: https://patentgrep.com/patent/US20140155345A1

## CPC

- C07H 19/207: the phosphoric or polyphosphoric acids being esterified by a further hydroxylic compound, e.g. flavine adenine dinucleotide or nicotinamide-adenine dinucleotide
- C07H 19/10: with the saccharide radical esterified by phosphoric or polyphosphoric acids
- C07H: SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS (derivatives of aldonic or saccharic acids C07C, C07D; aldonic acids, saccharic acids C07C59/105, C07C59/285; cyanohydrins C07C255/16; glycals C07D; compounds of unknown constitution C07G; polysaccharides, derivatives thereof C08B; DNA or RNA concerning genetic engineering, vectors, e.g. plasmids, or their isolation, preparation or purification C12N15/00; sugar industry C13)

## Abstract

The invention provides new biotinylated compounds and methods for their use.

## Claims

### Claim 1

A compound of formula I or formula II:
wherein:
each B is independently
X is (C2-C8)alkyl, (C2-C8)alkenyl or (C2-C8)alkynyl, wherein one or more carbon atoms of the (C2-C8)alkyl, (C2-C8)alkenyl or (C2-C8)alkynyl may be optionally replaced with one or more groups independently selected from O, S, C(═O) and NRa provided that the O, S or NRa are not adjacent to any other O, S or NRa, and wherein any (C2-C8)alkyl, (C2-C8)alkenyl or (C2-C8)alkynyl of X is optionally substituted with one or more groups independently selected from halogen, ORb and NRb2;
Y is (C2-C28)alkyl, (C2-C28)alkenyl or (C2-C28)alkynyl, wherein one or more carbon atoms of the (C2-C28)alkyl, (C2-C28)alkenyl or (C2-C28)alkynyl may be optionally replaced with one or more groups independently selected from O, S, C(═O) and NRc provided that the O, S or NRc are not adjacent to any other O, S or NRc, and wherein any (C2-C28)alkyl, (C2-C28)alkenyl or (C2-C28)alkynyl of Y is optionally substituted with one or more groups independently selected from halogen, ORd and NRd2;
W is O or S;
each Ra is independently selected from H and (C1-C6)alkyl;
each Rb is independently selected from H and (C1-C6)alkyl;
each Rc is independently selected from H and (C1-C6)alkyl; and
each Rd is independently selected from H and (C1-C6)alkyl;
or a salt thereof.

### Claim 2 (depends on 1)

The compound of claim 1, which is a compound of formula I:
or a salt thereof.

### Claim 3 (depends on 1)

The compound of claim 1, which is a compound of formula II:
or a salt thereof.

### Claim 4 (depends on 1)

The compound of claim 1, which is a compound of formula Ia:
or a salt thereof.

### Claim 5 (depends on 1)

The compound of claim 1, wherein each B is:

### Claim 6 (depends on 1)

The compound of claim 1, wherein each B is:

### Claim 7 (depends on 1)

The compound of claim 1, wherein W is O.

### Claim 8 (depends on 1)

The compound of claim 1, wherein X is (C3-C8)alkyl, (C2-C8)alkenyl or (C2-C8)alkynyl, wherein one or more carbon atoms of the (C3-C8)alkyl, (C2-C8)alkenyl or (C2-C8)alkynyl may be optionally replaced with one or more groups independently selected from O, S, C(═O) and NRa provided that the O, S or NRa are not adjacent to any other O, S or NRa, and wherein any (C3-C8)alkyl, (C2-C8)alkenyl or (C2-C8)alkynyl of X is optionally substituted with one or more groups independently selected from halogen, ORb and NRb2.

### Claim 9 (depends on 1)

The compound of claim 1, wherein X is (C3-C8)alkyl, wherein one or more carbon atoms of the (C3-C8)alkyl may be optionally replaced with one or more groups independently selected from O, S, C(═O) and NRa provided that the O, S or NRa are not adjacent to any other O, S or NRa.

### Claim 10 (depends on 1)

The compound of claim 1, wherein X is (C2-C8)alkyl, (C2-C8)alkenyl or (C2-C8)alkynyl.

### Claim 11 (depends on 1)

The compound of claim 1, wherein X is —(CH2)4—.

### Claim 12 (depends on 1)

The compound of claim 1, wherein Y is (C2-C28)alkyl, (C2-C28)alkenyl or (C2-C28)alkynyl, wherein one or more carbon atoms of the (C2-C28)alkyl, (C2-C28)alkenyl or (C2-C28)alkynyl may be optionally replaced with one or more groups independently selected from O, S, C(═O) and NRc provided that the O, S or NRc are not adjacent to any other O, S or NRc.

### Claim 13 (depends on 1)

The compound of claim 1, wherein Y is (C2-C28)alkyl, wherein one or more carbon atoms of the (C2-C28)alkyl may be optionally replaced with one or more groups independently selected from O, C(═O) and NRc provided that the O or NRc are not adjacent to any other O or NRc.

### Claim 14 (depends on 1)

The compound of claim 1, wherein Y is (C2-C28)alkyl, wherein one or more carbon atoms of the (C2-C28)alkyl may be optionally replaced with 1-5 groups independently selected from O and NRc provided that the O or NRc are not adjacent to any other O or NRc.

### Claim 15 (depends on 1)

The compound of claim 1, wherein Y is:
wherein n is 0, 1, 2, 3 or 4;
each Y1 is independently (C2-C4)alkyl;
Y2 is (C2-C6)alkyl;
Y3 is —NRY4—, —O— or —S—; and
RY4 is H or (C1-C6)alkyl.

### Claim 16 (depends on 1)

The compound of claim 1, wherein Y is:

### Claim 17 (depends on 1)

The compound of claim 1, wherein each Ra, Rb, Rc and Rd is H.

### Claim 18 (depends on 1)

The compound of claim 1 which is:
or a salt thereof.

### Claim 19 (depends on 1)

The compound of claim 1, or a salt thereof, wherein the salt is a pharmaceutically acceptable salt.

### Claim 20 (depends on 1)

A composition comprising a compound of claim 1, or a salt thereof, and an acceptable carrier.