# US 2014/0154775 A1 · Photocleavable linker

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- Number: US 2014/0154775 A1
- Document ID: US20140154775A1
- Status: Published application
- Kind: A1
- Application number: 14/083,938
- Filed: 2013-11-19
- Published: 2014-06-05
- Earliest claimed: 2012-11-19
- Assignees: City of Hope
- Applicants: City of Hope
- Inventors: John C. Williams; David Horne; Jun Xie; Shubbir Ahmed
- Web page: https://patentgrep.com/patent/US20140154775A1

## CPC

- C12N 9/90: Isomerases (5.)
- C07D 211/60: Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C12N 9/93: {Ligases (6)}
- C12N 9/96: Stabilising an enzyme by forming an adduct or a composition; Forming enzyme conjugates
- C12Y 502/01008: Peptidylprolyl isomerase (5.2.1.8), i.e. cyclophilin
- G01N 33/5023: {on expression patterns}
- C12Y 502/01: Cis-trans-Isomerases (5.2.1)
- G01N 2333/4703: Regulators; Modulating activity
- G01N 2333/914: Hydrolases (3)
- C12N: MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA (microbiological testing media C12Q1/00)
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- C12Y: ENZYMES
- 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)

## Abstract

There are provided, inter alia, photolabile compounds and methods useful for the formation of dimers of biological molecules and subsequent dissociation of the dimers.

## Claims

### Claim 1

A compound having the formula:
wherein,
L1 is a photocleavable linker, and z1 and z2 are each independently an integer in the range 0 to 6.

### Claim 2 (depends on 1)

The compound of claim 1, wherein
L1 is substituted or unsubstituted alkylene, substituted or unsubstituted heteroalkylene, substituted or unsubstituted cycloalkylene, substituted or unsubstituted heterocycloalkylene, substituted or unsubstituted arylene or substituted or unsubstituted heteroarylene.

### Claim 3 (depends on 1)

The compound of claim 1, wherein L1 comprises a nitrophenylene.

### Claim 4 (depends on 1)

The compound of claim 1, wherein L1 has the formula:
-L2-L3-L4-L5-L6-
wherein
L2 and L6 are independently —C(O)O—;
L3 and L5 are independently a bond or substituted or unsubstituted alkylene;
L4 is R1-substituted arylene; and
R1 is an electron withdrawing group.

### Claim 5 (depends on 4)

The compound of claim 4, wherein
R1 is halogen, —NO2, —N+(R2)3, —SR2, —OR2, —N(R2)2, —CF3, —CCl3, —CN, —SO3R2, —COOR2, —CHO or —COR2; and
R2 is hydrogen or an unsubstituted C1 to C4 alkyl.

### Claim 6 (depends on 4)

The compound of claim 4, wherein L1 is:

### Claim 7 (depends on 4)

The compound of claim 4, wherein L3 and L5 are independently substituted or unsubstituted alkylene.

### Claim 8 (depends on 4)

The compound of claim 4, wherein L3 and L5 are independently substituted or unsubstituted C1 to C4 alkylene.

### Claim 9 (depends on 4)

The compound of claim 4, wherein L3 and L5 are independently substituted or unsubstituted C1 to C3 alkylene.

### Claim 10 (depends on 4)

The compound of claim 4, wherein L3 and L5 are substituted with an unsubstituted C1 to C4 alkylene.

### Claim 11 (depends on 4)

The compound of claim 4, wherein L3 and L5 are substituted with a methyl.

### Claim 12 (depends on 4)

The compound of claim 4, wherein L3 and L5 are methylene substituted with an unsubstituted C1 to C4 alkylene.

### Claim 13 (depends on 4)

The compound of claim 4, wherein L1 is:

### Claim 14 (depends on 4)

The compound of claim 4, wherein R1 is NO2.

### Claim 15 (depends on 1)

The compound of claim 1 having the formula:

### Claim 16 (depends on 1)

The compound of claim 1 having the formula:

### Claim 17 (depends on 1)

The compound of claim 1 having the formula:

### Claim 18 (depends on 1)

A method of forming an FK506 binding protein (FKBP) dimer, the method comprising:
(i) contacting a first FKBP and a second FKBP with the compound claim 1; and
(ii) allowing said compound to bind to said first FKBP and said second FKBP thereby forming an FKBP dimer comprising a link between said first FKBP and said second FKBP.

### Claim 19 (depends on 18)

The method of claim 18, further comprising:
(iii) exposing said FKBP dimer to a photon thereby cleaving said link.
