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Full Catalog (page 15)
Product Number Product Name Molecular Formula Cas. No.

LK 4005

12-Amino-3,6,9-trioxadodecan-1-ol

C9H21NO4 

49542-66-7 

LK 4010

Cholesteryl N-(15,16-Dihydroxy-
4,7,10,13-tetraoxahexadecyl)
carbamate

C40H71NO8 

N/A 

LK 4020

Cholesteryl N-(16-O-
(Dimethoxytrityl)-15-hydroxy-
4,7,10,13-tetraoxahexadecyl)
carbamate

C61H89NO10 

869354-69-8 

LK 4030

1,19-Diamino-4,7,10,13,16-
pentaoxanonadecane

C14H32N2O5 

869308-34-9 

LK 4040

6,7-Dihydroxy-4-oxaheptylamine

C6H15NO3 

139755-70-7 

LK 4050

15,16-Dihydroxy-4,7,10,13-
tetraoxahexadecylamine

C12H27NO6 

869308-36-1 

LK 4070

N-(15,16-Dihydroxy-4,7,10,13-
tetraoxahexadecyl)
trifluoroacetamide

C14H26F3NO7 

869308-40-7 

LK 4080

O1-(Dimethoxytrityl)
hexaethylene glycol

C33H44O9 

123706-69-4 

LK 4090

[6-((Dimethoxytrityl)oxy)hexyl][6'-
hydroxyhexyl]disulfide

C33H44O4S2 

148254-18-6 

Description

This product should be used within a few days of receipt. After storing for an extended period of time, even at -20 oC, the compond will equilibrate to a mixture of mono, ditritylated and detritylated diols.

LK 4110

O1-(Dimethoxytrityl)propane-
1,3-diol

C24H26O4 

110675-04-2 

LK 4120

[3'-O-(Dimethoxytrityl)propyl][3-
hydroxypropyl]disulfide

C27H32O4S2 

132796-34-0 

LK 4130

O1-(Dimethoxytrityl)
tetraethylene glycol

C29H36O7 

158041-84-0 

LK 4140

O1-(Dimethoxytrityl)
triethylene glycol

C27H32O6 

146669-11-6 

LK 4145

Ethylenediamine tetraacetic acid
triethyl ester

C16H28N2O8 

90359-20-9 

LK 4150

bis-(6-Hydroxyhexyl)
disulfide

C12H26O2S2 

80901-86-6 

LK 4160

Bis(3-Hydroxypropyl)
disulfide

C6H14O2S2 

30453-21-5 

LK 4170

3-(3-Hydroxypropyl)solketal

C9H18O4 

206999-64-6 

LK 4175

N-(6-Iodohexyl)
trifluoroacetamide

C8H13F3INO 

51224-10-3 

LK 4180

15,16-O-(Isopropylidene)-
4,7,10,13-tetraoxahexadecylamine

C15H31NO6 

869308-42-9 

LK 4200

2-(2-(Monomethoxytritylamino)
ethoxy)ethanol

C24H27NO3 

869308-44-1 

LK 4210

3-(Monomethoxytritylamino)propan-1-
ol

C23H25NO2 

112510-75-5 

LK 4220

2-(Trifluoroacetamido)ethylamine
Hydrochloride

C4H7F3N2O·HCl 

496946-73-7 

LK 4230

6-(Trifluoroacetamido)hexan-1-ol

C8H14F3NO2 

40248-34-8 

LK 4240

6-(Trifluoroacetamido)-1-
hexylamine Hydrochloride

C8H15F3N2O·HCl 

82962-28-5 

LK 4250

3-(Trifluoroacetamido)propan-1-ol

C5H8F3NO2 

78008-15-8 

LK 4260

AmAz Coupler

C25H20NO6P 

532931-48-9 

Description

A modification of the Staudinger azide reduction known as Staudinger ligation provides a way to form an amide bond between an azide containing molecule and an appropriately substituted triaryl phosphine. 1,2 The Staudinger ligation has been used for fluorescent labeling of DNA by site specific ligation of a 5’-azido oligonucleotide with a preformed fluorescein-ligator conjugate.3 The utility of this technology in living systems demonstrates the potential for re-engineering a variety of cell and tissue surfaces.4 Additional applications include site selective post-translational modification of proteins with a biotin-phosphine ligator conjugate,5 ligation of human recombinant thrombomodulin to liver islets through bifunctional poly(ethylene glycol) (PEG) linkers,6 and liposome surface functionalization.7 We now offer LK 4260 as a useful intermediate for the preparation of a variety of ligation conjugates.

LK 4260 and the use thereof in chemoselective ligation, are protected by one or more of the following US Patents, the rights of which are assigned to The Regents of the University of California: US 6,570,040, US 7122703, and US 7,838,665. Additional patents are pending. It may be used for research purposes only. It is not licensed for resale and may only be used by the buyer. This product may not be used and is not licensed for clinical assays, where the results of such assays are provided as a diagnostic service. If a diagnostic or therapeutic use is anticipated, then a license must be requested from the University of California. The availability of such diagnostic and therapeutic use license(s) cannot be guaranteed from the University of California.

1) Saxon, E.; Bertozzi, C.R. Science, 2000, 287, 2007-2010.

2) Saxon, E.; Armstrong, J.I.; Bertozzi, C.R. Org. Lett. 2000, 2, 2141-2143.

3) Wang, C.-Y.; Seo, T.S.; Li, Z.; Ruparel, H.; Ju, J. Bioconjugate Chem. 2003, 14, 697-701.

4) Prescher, J.A.; Dube, D.H.; Bertozzi, C.R. Nature, 2004, 430, 873-877.

5) Ohno, S.; Matsui, M.; Yokogawa, T.; Nakamura, M.; Hosoya, T.; Hiramatsu, T.; Suzuki, M.; Hayashi, N.; Nishikawa, K. J. Biochem. 2007, 141, 335-343.

6) Stabler, C.L.; Sun, X.-L.; Cui, W.; Wilson, J.T.; Haller, C.A.; Chaikof, E.L. Bioconjugate Chem. 2007, 18, 1713-1715.

7) Zhang, H.; Ma, Y.; Sun, X.-L. Chem. Commun. 2009, 3032-3034.

Notes

Our AmAz Coupler allows for the linking of an amine-containing component to an azide-containing component. The amine-containing component is first reacted with the NHS ester and then the azide-containing component is reacted with the phosphine. An intramolecular trapping of the phosphorimidate by the ortho- methyl ester results in a stable aryl-1,4-diamide linkage between the two components.

Alternate Name(s):

4-(2,5-Dioxo-1-pyrrolidinyl)-2-(diphenylphosphino)-1,4-benzenedicarboxylic acid-1-methyl ester

Phosphine ligator N-hydroxysuccinimide ester



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