Alkyne phosphoramidite, 5'-terminal

Alkynes Oligonucleotide synthesis Click chemistry Phosphoramidites

Cat. #	Quantity	Price	Lead time
22260 / in 6 mL septum	250 mg	$110	in stock
32260 / in 6 mL septum	500 mg	$210	in stock
42260 / in 6 mL septum	1 g	$350	in stock
62260 / in 20 mL septum	5 g	$1290	in stock
82260	10 g	please inquire	in stock

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Phosphoramidite for the synthesis of oligonucleotides with 5'-terminal alkyne for click chemistry.

This alkyne amidite has several advantages over 5’-hexynyl phosphoramidite, 5'-butynyl-CEP, and other 5'-terminal alkyne phosphoramidites. First, it is solid compound which is easier to handle and dispense. And due to its structure, it is also more stable in solution, and has longer shelf life

Diluent for this phosphoramidite is acetonitrile, 5 min coupling time is recommended. Because this amidite does not contain 5'-terminal DMT group, no 5'-deprotection needed. Oligonucleotides should be deblocked under standard conditions, and purified by PAGE, or ion exchange HPLC.

Oligonucleotides with this modification are ideal for the use in click chemistry (see our recommended protocol).

Structure of alkyne amidite (aminocyclohexanol, ACH)

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General properties

Appearance:	colorless solid
Molecular weight:	409.50
CAS number:	1417539-32-2
Molecular formula:	C₂₁H₃₆N₃O₃P
IUPAC name:	trans-4-(5-Hexynoylamino)cyclohexyloxy-N,N-diisopropylamino-2-cyanoethyloxyphosphine
Solubility:	good in acetonitrile and dichloromethane
Quality control:	NMR ¹H (95%) and ³¹P, HPLC-MS
Storage conditions:	Storage: 12 months after receival at -20°C. Transportation: at room temperature for up to 3 weeks. Desiccate.
MSDS:	Download
	Product specifications

Oligo synthesis details

Diluent:	acetonitrile
Coupling conditions:	Standard coupling, identical to normal nucleobases.
Cleavage conditions:	standard deprotection
Deprotection conditions:	No deprotection required. Compatible with standard deprotection reagents.

Product citations

Farzan, V.M.; Kvach, M.V.; Aparin, I.O.; Kireev, D.E.; Prikazchikova, T.A.; Ustinov, A.V.; Shmanai, V.V.; Shipulin, G.A.; Korshun, V.A.; Zatsepin, T.S. Novel homo Yin-Yang probes improve sensitivity in RT-qPCR detection of low copy HIV RNA. Talanta, 2019, 194, 226–232. doi: 10.1016/j.talanta.2018.10.043
Taskova, M.; Uhd, J.; Miotke, L.; Kubit, M.; Bell, J.; Ji, H.P.; Astakhova, K. Tandem Oligonucleotide Probe Annealing and Elongation To Discriminate Viral Sequence. Analytical Chemistry, 2017, 89(8), 4363–4366. doi: 10.1021/acs.analchem.7b00646
Aparin, I.O.; Farzan, V.M.; Veselova, O.A.; Chistov, A.A.; Podkolzin, A.T.; Ustinov, A.V.; Shipulin, G.A.; Formanovsky, A.A.; Korshun, V.A.; Zatsepin, T.S. 1-Phenylethynylpyrene (PEPy) as a novel blue-emitting dye for qPCR assay. Analyst, 2016, 141, 1331–1338. doi: 10.1039/c5an01767j
Astakhova, I.K.; Santhosh Kumar, T.; Campbell, M.A.; Ustinov, A.V.; Korshun, V.A.; Wengel, J. Branched DNA nanostructures efficiently stabilised and monitored by novel pyrene-perylene 2'-alpha-L-amino-LNA FRET pairs. Chemical Communications, 2013, 49(5), 511-511. doi: 10.1039/c2cc37547h

This Product is offered and sold for research purposes only. It has not been tested for safety and efficacy in food, drug, medical device, cosmetic, commercial or any other use. Supply does not express or imply authorization to use for any other purpose, including, without limitation, in vitro diagnostic purposes, in the manufacture of food or pharmaceutical products, in medical devices or in cosmetic products.