M024080

ssH-Linker

configured for PerkinElmer, configured for Polygen

• Synonym(s): 9,11-Dioxa-2-aza-10-phosphatridecanoic acid, 10-[bis(1-methylethyl)amino]-13-cyano-, 2-[[(4-methoxyphenyl)diphenylmethyl]amino]ethyl este
• Empirical Formula (Hill Notation): C₃₈H₅₃N₄O₅P
• Molecular Weight: 676.83
• MDL number: MFCD12912425
• UNSPSC Code: 12352200
• PubChem Substance ID: 329817759
• NACRES: NA.51

Properties

• type: for DNA synthesis
• product line: Proligo Reagents
• Assay: ≥98% (³¹P-NMR); ≥98.0% (reversed phase HPLC)
• compatibility: configured for PerkinElmer; configured for Polygen
• storage temp.: −20°C
• SMILES string: COc1ccc(cc1)C(NCCOC(=O)NCCCCCCOP(OCCC#N)N(C(C)C)C(C)C)(c2ccccc2)c3ccccc3
• InChI: 1S/C38H53N4O5P/c1-31(2)42(32(3)4)48(47-29-16-25-39)46-28-15-7-6-14-26-40-37(43)45-30-27-41-38(33-17-10-8-11-18-33,34-19-12-9-13-20-34)35-21-23-36(44-5)24-22-35/h8-13,17-24,31-32,41H,6-7,14-16,26-30H2,1-5H3,(H,40,43)
• InChI key: VTFLXOVDKJUHER-UHFFFAOYSA-N

Description

General description

ssH-linker comprises an internal carbamate group attached to the MMT-protected amino group via a short spacer. The carbamate moiety facilitates the cleavage of the MMT group under mildly acidic conditions while increasing the stability of the MMT group during the deprotection of the oligonucleotide with ammonia. The carbamate group also enhances the reactivity of the amino group through a neighbor group effect, and thereby accelerates conjugations to amino reactive modifiers and reporters. The MMT-group of ssH-linker serves as an excellent purification handle after the oligonucleotide synthesis in trityl-on mode, similar to the DMT-group of conventional oligonucleotides. The MMT-group is cleaved under very mild conditions in aqueous acetic acid (10% glacial acetic acid in the water, 20 min. room temp.) Alternatively, the MMT-group can be cleaved on the synthesis instrument with an acidic deblock solution to enable on-support labeling protocols.

Legal Information

This product is covered under US Patent Number 7,491,857

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable