. 2022 Jul 8;50(13):7235–7246. doi: 10.1093/nar/gkac566

Table 1.

Characterisation and yields of the oligonucleotides synthesised, modified with the different sulfonyl azides (3a–j)

Entry	Sulfonyl azide	Oligonucleotide	Mass calc.	Mass found	Isolated yield	T _M ^d (°C)	ΔT_M
1	3a, amine	5a: 5′-CCTAATCAAC(4a)TCCACTCCCA-3′	6032.0	6031.1	55%^c	63	+1
2	3b, amine^a	5b: 5′-CCTAATCAAC(4b)TCCACTCCCA-3′	6032.0	6031.8	61%^c	63	+1
3	3c, amine	5c: 5′-CCTAATCAAC(4c)TCCACTCCCA-3′	6229.4	6229.7	13%^d	60.3	-1.7
4	3c, amines	5c3: 5′-C(4c)CTAATCAAC(4c)TCCACTCCC(4c)A-3′	6836.3	6836.0	4%^d	62.8	+0.8
5	3d, azide	5d: 5′-CCTAATCAAC(4d)TCCACTCCCA-3′	6261.3	6260.8	10%^d	62	0
6	3e, alkyne	5e: 5′-CCTAATCAAC(4e)TCCACTCCCA-3′	6126.2	6125.4	25%^d	62	0
7	3f, thiol	5f: 5′-CCTAATCAAC(4f)TCCACTCCCA-3′	6119.9	6119.1	13%^d	61.5	-0.5
8	3g, branch	6g: (5′-CCTAATCAA)₂C(4g)TCCACTCCCA-3′	8966	8964.8	22%^d	_	_
9	3h, pyrenes	5h2: 5′-CCTAATCA(4h)ACTCC(4h)ACTCCCA-3′	6793	6791.3	10%^d	70.6	+8.6
10	3i, dansyl	5i: 5′-CCTAATCAAC(4i)TCCACTCCCA-3′	6265.3	6265.0	29%^d	60.1	-1.9
11	3j, steroid	5j: 5′-CCTAATCAAC(4j)TCCACTCCCA-3′	6390.6	6390.4	13%^d	58.5	-3.5
12	3b, 3d, 3e	5bde: 5′-C(4e)CTAATCAAC(4d)TCCACTCCC(4b)A-3′	6567.7	6567.4	36%^d	60	-2
13	3k, azobenz.	5k: 5′-CCTAATCAAC(4k)TCCACTCCCA-3′	6240.3	6239.8	21%^d	63	+1
14	3k, azobenz.	8k4: 5′-ATCTACATATTTT T(4k)AT(4k)GT(4k)AG(4k)AT-3′	7970.8	7970.8	16%^d	_	_
15^b	3d, azide	7d1′: 5′-TTTTTTT(4d)TTTTTTT-3′	4532.2	4531.4	90%^e	_	_
16^b	3d, azide	7d2′: 5′-T(4d)TTTTTTTTTTTTT-3′	4532.2	4531.6	90%^e	_	_
17^b	3e, alkyne	7e: 5′-T(4e)TTTTTTTTT-3′	3180.3	3179.3	^f	_	_

^aModifications derived from 3a and 3b are identical (4a = 4b, 5a = 5b).

^bExperiment used for the optimisation of reaction time.

^cIsolated yield from SPE purification.

^dIsolated yield from RP-HPLC purification.

^eIsolated yield obtained directly from the crude.

^f T _M of the duplex with a complementary sequence.