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. 2022 Jun 24;10:921354. doi: 10.3389/fchem.2022.921354

TABLE 1.

1PA, 2PA and emission properties of NIR-II chromophores reported in literature. Solvent and method of 2P properties are also noted for comparison.

Probe Chemical structure Solvent λ1PA max λem max Φf 1PA max λ2PA σ2 (λ) σ2 (λ)Φf Ref.
(nm) (nm) (nm) (nm) (GM) a (GM) a
Xanthenes
 Disodium fluorescein (1) graphic file with name FCHEM_fchem-2022-921354_wc_tfx1.jpg pH11 497 518 c 0.90 c 994 1000 2.7 2.4 b (Makarov et al., 2008; Mütze et al., 2012)
 PhenGreen FL (diacetate, uncomplexed) (2) graphic file with name FCHEM_fchem-2022-921354_wc_tfx2.jpg PBS 492 c 517 c 0.80 c 984 1074 n.d. n.d. (Bestvater et al., 2002)
 Rhodamine 6G (3) graphic file with name FCHEM_fchem-2022-921354_wc_tfx3.jpg MeOH 519 c 546 c 0.95 c 1038 1060 10 9.5 b (Makarov et al., 2008)
 Rhodamine B (4) graphic file with name FCHEM_fchem-2022-921354_wc_tfx4.jpg MeOH 553 c 627 c 0.70 c 1106 1040 39 27 b Makarov et al., 2008
 Rhodamine 101 (5) graphic file with name FCHEM_fchem-2022-921354_wc_tfx5.jpg EtOH 570 c 591 c 1.0 c 1140 1060 20 20 b (Li and She, 2010; Mütze et al., 2012)
 Rhodamine 123 (6) graphic file with name FCHEM_fchem-2022-921354_wc_tfx6.jpg PBS 507 529 c 0.90 c (EtOH) 1014 1090 n.d. n.d. (Bestvater et al., 2002)
 Alexa Fluor 488 (7) graphic file with name FCHEM_fchem-2022-921354_wc_tfx7.jpg NaPhos 491 519 c 0.92 c 980 1000 21 b 19 (Bestvater et al., 2002; Anderson and Webb, 2011; Mütze et al., 2012)
 Alexa Fluor 546 (8) graphic file with name FCHEM_fchem-2022-921354_wc_tfx8.jpg PBS 553 573 c 0.79 c 1112 1028 n.d. n.d. (Bestvater et al., 2002; Mütze et al., 2012)
 Alexa Fluor 568 (9) graphic file with name FCHEM_fchem-2022-921354_wc_tfx9.jpg PBS 578 c 603 c 0.69 c 1156 1060 n.d. n.d. (Mütze et al., 2012)
 Alexa Fluor 594 (10) graphic file with name FCHEM_fchem-2022-921354_wc_tfx10.jpg PBS 594 c 617 c 0.66 c 1180 1074 n.d. n.d. (Bestvater et al., 2002; Mütze et al., 2012)
 Alexa Fluor 610 (11) graphic file with name FCHEM_fchem-2022-921354_wc_tfx11.jpg PBS 612 c 628 c 1224 1010 n.d. n.d. (Mütze et al., 2012)
 Alexa Fluor 633 (12) graphic file with name FCHEM_fchem-2022-921354_wc_tfx12.jpg H2O 632 c 647 c 1264 1260 n.d. <5 (Kobat et al., 2009; Mütze et al., 2012)
 MitoTracker Red (13) graphic file with name FCHEM_fchem-2022-921354_wc_tfx13.jpg PBS 579 c 599 c 0.15 [187] 1158 1133 n.d. n.d. (Bestvater et al., 2002)
 CellTracker Red (14) graphic file with name FCHEM_fchem-2022-921354_wc_tfx14.jpg In vitro 585 c 602 c n.d. 1170 1080 n.d. n.d. (Rakhymzhan et al., 2017)
 Lissamine Rhodamine-IgG (15) graphic file with name FCHEM_fchem-2022-921354_wc_tfx15.jpg PBS 570 c 590 c 0.33 [188] 1140 1116 n.d. n.d. (Bestvater et al., 2002)
 Texas Red-IgG (16) graphic file with name FCHEM_fchem-2022-921354_wc_tfx16.jpg PBS 596 c 615 c 0.90 c 1192 1150 n.d. n.d. (Bestvater et al., 2002)
 ATTO 680 (17) graphic file with name FCHEM_fchem-2022-921354_wc_tfx17.jpg In vitro 681 c 698 c 0.30 c 1362 1260 n.d. n.d. (Rakhymzhan et al., 2017)
 Nile Red (18) graphic file with name FCHEM_fchem-2022-921354_wc_tfx18.jpg MeOH 550 636 0.40 1100 1057 104 42 (Hornum et al., 2020)
19 graphic file with name FCHEM_fchem-2022-921354_wc_tfx19.jpg MeOH 554 631 0.43 1108 1055 183 79 (Hornum et al., 2020)
20 graphic file with name FCHEM_fchem-2022-921354_wc_tfx20.jpg MeOH 569 632 0.45 1065 1050 123 55 (Hornum et al., 2020)
21 graphic file with name FCHEM_fchem-2022-921354_wc_tfx21.jpg MeOH 565 638 0.35 1130 1057 232 81 (Hornum et al., 2020)
Polymethines
 Cy3-IgG (22) graphic file with name FCHEM_fchem-2022-921354_wc_tfx22.jpg PBS 548 c 563 c 0.1 c 1096 1032 n.d. n.d. (Bestvater et al., 2002)
 Cy5 (23) graphic file with name FCHEM_fchem-2022-921354_wc_tfx23.jpg H2O 646 c 662 c 0.28 c 1292 1220 143 b ≈40 (Kobat et al., 2009)
 Cy5.5 (24) graphic file with name FCHEM_fchem-2022-921354_wc_tfx24.jpg H2O 673 c 691 c 0.21 c 1346 1280 286 b ≈60 (Kobat et al., 2009)
 Cy7 (25) graphic file with name FCHEM_fchem-2022-921354_wc_tfx25.jpg H2O 750 c 773 c 0.30 c 1500 1320 200 b ≈60 (Kobat et al., 2009)
26 graphic file with name FCHEM_fchem-2022-921354_wc_tfx26.jpg DMSO 753 780 0.17 1506 1552 240 41 b (Berezin et al., 2011)
 ICG (27) graphic file with name FCHEM_fchem-2022-921354_wc_tfx27.jpg DMSO 794 817 0.12 1588 1552 590 71 b (Berezin et al., 2011)
 Cypate (28) graphic file with name FCHEM_fchem-2022-921354_wc_tfx28.jpg DMSO 796 817 0.13 1592 1552 520 68 b (Berezin et al., 2011)
29 graphic file with name FCHEM_fchem-2022-921354_wc_tfx29.jpg DMSO 809 829 0.07 1618 1552 900 63 b (Berezin et al., 2011)
 DTTC (30) graphic file with name FCHEM_fchem-2022-921354_wc_tfx30.jpg DMSO 771 c 800 c 0.80 c 1542 1552 160 128 b (Berezin et al., 2011)
 DODCI (31) graphic file with name FCHEM_fchem-2022-921354_wc_tfx31.jpg EtOH 582 c 610 c 0.87 c (DMSO) 1164 1060 38 n.d. (Li and She, 2010)
 IR-140 (32) graphic file with name FCHEM_fchem-2022-921354_wc_tfx32.jpg DMSO 825 ≈840 0.06 1640 1552 950 57 b (Berezin et al., 2011)
33 graphic file with name FCHEM_fchem-2022-921354_wc_tfx33.jpg CH2Cl2 1064 ≈1080 0.05 2128 1800 2250 113 b (Hu et al., 2013)
CH3CN 1043 ≈1065 0.05 2086 1800 1050 53 b
34 graphic file with name FCHEM_fchem-2022-921354_wc_tfx34.jpg EtOH 650 665 n.d. 1300 1180 140 n.d. (Fu et al., 2007)
35 graphic file with name FCHEM_fchem-2022-921354_wc_tfx35.jpg EtOH 690 704 n.d. 1380 1260 150 n.d. (Fu et al., 2007)
36 graphic file with name FCHEM_fchem-2022-921354_wc_tfx36.jpg EtOH 770 n.d. n.d. 1540 1340 60 n.d. (Fu et al., 2007)
37 graphic file with name FCHEM_fchem-2022-921354_wc_tfx37.jpg EtOH 824 n.d. n.d. 1648 1480 600 n.d. (Fu et al., 2007)
 Alexa Fluor 647 (38) graphic file with name FCHEM_fchem-2022-921354_wc_tfx38.jpg H2O 650 c 665 c 0.33 c 1300 1240 133 b ≈44 (Kobat et al., 2009; Mütze et al., 2012)
 Alexa Fluor 680 (39) graphic file with name FCHEM_fchem-2022-921354_wc_tfx39.jpg H2O 679 c 702 c 0.36 c 1358 1280 203 b ≈73 (Kobat et al., 2009)
 Alexa Fluor 700 (40) d H2O 702 c 723 c 0.25 c 1404 1320 208 b ≈52 (Kobat et al., 2009)
 Alexa Fluor 750 (41) d H2O 753 c 778 c 0.12 c 1506 1320 292 b ≈35 (Kobat et al., 2009)
42 graphic file with name FCHEM_fchem-2022-921354_wc_tfx40.jpg MeOH 532 636 0.44 1064 1064 (900) 23 (570) 10 b (Pascal et al., 2017)
43 graphic file with name FCHEM_fchem-2022-921354_wc_tfx41.jpg MeOH 573 708 0.33 1146 1146 225 74 b (Pascal et al., 2017)
44 graphic file with name FCHEM_fchem-2022-921354_wc_tfx42.jpg MeOH 549 673 0.54 1098 1098 137 74 b (Pascal et al., 2017)
45 graphic file with name FCHEM_fchem-2022-921354_wc_tfx43.jpg Toluene 643 654 0.62 1286 1198 133 82 b (Ceymann et al., 2016)
46 graphic file with name FCHEM_fchem-2022-921354_wc_tfx44.jpg Toluene 700 714 0.75 1400 1274 100 75 b (Ceymann et al., 2016)
 Styryl 9M (47) graphic file with name FCHEM_fchem-2022-921354_wc_tfx45.jpg CHCl3 ≈625 ≈790 0.10 [189] ≈1250 1240 780 78 (Makarov et al., 2008)
 FM4-64 (48) graphic file with name FCHEM_fchem-2022-921354_wc_tfx46.jpg PBS
CHCl3 (López-Duarte et al., 2015)
471
564
691
761
n.d.
0.35
942
1128
1047 n.d. n.d. (Wokosin et al., 1996a; Nuriya et al., 2016)
 TO-PRO-3 (49) graphic file with name FCHEM_fchem-2022-921354_wc_tfx47.jpg H2O 641 c 657 c n.d. 1284 1110 n.d. n.d. (Smith et al., 2012)
50 graphic file with name FCHEM_fchem-2022-921354_wc_tfx48.jpg THF 562 598 0.07 1124 1070 167 12 b (Poronik et al., 2012)
51 graphic file with name FCHEM_fchem-2022-921354_wc_tfx49.jpg THF 615 655 0.02 1230 1150 214 4 b (Poronik et al., 2012)
Porphyrins
52 graphic file with name FCHEM_fchem-2022-921354_wc_tfx50.jpg CCl4 ≈770 ≈780 n.d. ≈1540 1020
1270
470
48
n.d. (Makarov et al., 2008)
53 graphic file with name FCHEM_fchem-2022-921354_wc_tfx51.jpg CCl4 ≈685 ≈700 n.d. ≈1370 1270 13 n.d. (Makarov et al., 2008)
54 graphic file with name FCHEM_fchem-2022-921354_wc_tfx52.jpg CHCl3 ≈525
≈605
≈680
710 n.d. ≈1050
≈1210
≈1360
≈1040
≈1220
≈1360
≈2000
≈500
≈200
n.d. (Nowak-Król et al., 2013)
BODIPYs
 LysoTracker Red (55) graphic file with name FCHEM_fchem-2022-921354_wc_tfx53.jpg PBS 577 c 590 c 0.07 1154 1100 n.d. n.d. (Bestvater et al., 2002)
 BODIPY-TR (56) graphic file with name FCHEM_fchem-2022-921354_wc_tfx54.jpg MOPS 589 c 616 c 0.90 c 1178 1060 269 b 242 (Bestvater et al., 2002; Mütze et al., 2012)
 IR-07 (57) graphic file with name FCHEM_fchem-2022-921354_wc_tfx55.jpg CH2Cl2 ∼700 750 0.30 ∼1400 1310 101 30 b (Zheng et al., 2009)
58 graphic file with name FCHEM_fchem-2022-921354_wc_tfx56.jpg THF 755 830 0.09 1560 1064 n.d n.d (Hu et al., 2020)
Dipoles – Quadrupoles – Miscellaneous
59 graphic file with name FCHEM_fchem-2022-921354_wc_tfx57.jpg NPs (Aq.) 480 678 0.17 960 1040 5.6 × 105 9520 (Alifu et al., 2017)
60 graphic file with name FCHEM_fchem-2022-921354_wc_tfx58.jpg H2O (0.1% DMSO) 530 740 n.d. 1060 1100 n.d. n.d. (Zhou et al., 2021)
61 graphic file with name FCHEM_fchem-2022-921354_wc_tfx59.jpg H2O 510 676 0.22 1020 1040 440 97 b (Massin et al., 2013)
62 graphic file with name FCHEM_fchem-2022-921354_wc_tfx60.jpg CH2Cl2 660 785 0.005 1320 1300 500 2.5 b (Ricci et al., 2017)
63 graphic file with name FCHEM_fchem-2022-921354_wc_tfx61.jpg CH2Cl2 678 782 0.0005 1356 1300 1400 0.7 b (Ricci et al., 2017)
64 graphic file with name FCHEM_fchem-2022-921354_wc_tfx62.jpg H2O ≈600 ≈725 0.21 ≈1200 1200 1.21 × 103 242 b (Wang et al., 2019b)
65 graphic file with name FCHEM_fchem-2022-921354_wc_tfx63.jpg CHCl3 634 704 0.16 1268 1250 920 147 b (Li et al., 2012)
66 graphic file with name FCHEM_fchem-2022-921354_wc_tfx64.jpg CHCl3 668 807 0.02 1336 1250 1200 24 b (Li et al., 2012)
67 graphic file with name FCHEM_fchem-2022-921354_wc_tfx65.jpg CHCl3 1088 1120 0.002 2176 2200 1300 2.6 b (Ni et al., 2016)
68 graphic file with name FCHEM_fchem-2022-921354_wc_tfx66.jpg CHCl3 1136 1193 0.0002 2272 2300 1500 0.3 b (Ni et al., 2016)
 Propidium iodide (69) graphic file with name FCHEM_fchem-2022-921354_wc_tfx67.jpg PBS 536 c 617 c 0.20 c (dsDNA bound) 1072 1015 n.d. n.d. (Bestvater et al., 2002)
AIEgens and AIEDots
70 graphic file with name FCHEM_fchem-2022-921354_wc_tfx68.jpg NP (aq.) 613 790-810 0.14 1226 1040
1300
16100
1220
2240 b
170 b
(Qi et al., 2018; Liu et al., 2021)
71 graphic file with name FCHEM_fchem-2022-921354_wc_tfx69.jpg NP (aq.)
THF
454
≈451
≈700
≈699
0.19 n.d. 908 1200 n.d. 76300 n.d. 14500 b n.d. (Wang et al., 2019c)
72 graphic file with name FCHEM_fchem-2022-921354_wc_tfx70.jpg NP (aq.)
H2O/DMSO
≈479
≈488
≈627
>627
0.06 n.d. ≈960 1040 n.d. 3200 n.d. 192 b n.d. (Samanta et al., 2021)
73 graphic file with name FCHEM_fchem-2022-921354_wc_tfx71.jpg NP (aq.)
Toluene
510
491
709
≈635
0.14 (solid state) 1020 1000 n.d. ≈520 n.d. 73 b n.d. (Zheng et al., 2018)
74 graphic file with name FCHEM_fchem-2022-921354_wc_tfx72.jpg NP (aq.)
Toluene
538
528
755
≈636
0.02 (solid state) 1076 1020 n.d. 887 n.d. 18 b n.d. (Zheng et al., 2018)
75 graphic file with name FCHEM_fchem-2022-921354_wc_tfx73.jpg NP (aq.)
THF
522
511
620
532
0.05n.d. 1044 1040 n.d. 2.9 ×106n.d. 1.5 × 105n.d. (Wang et al., 2015)
Carbon, hybrid and inorganic materials
76 SWCNT-based dopamine sensor H2O 600–1000 1000–1265 e 0.0023 1560 216000 497 b (Bonis-O'Donnell et al., 2017)
77 Aptamer-modified graphene oxide H2O 440–720 500–650 f 0.34 1120 36000 12240 b (Pramanik et al., 2014)
78 CDs prepared from urea and citric acid H2O 540 624 0.06 1080 1200 n.d. n.d. (Li et al., 2018)
79 Carbon quantum dots prepared from tris(4-aminophenyl)amine H2O 592 615 0.84 1184 1100 n.d. n.d. (Liu et al., 2020)
80 AuNP with SWCNT H2O 500–1100 775 n.d. 1100 n.d. n.d. (Olesiak-Banska et al., 2019)
81 Au25 cluster H2O 675 830 <0.001 1350 1290 2700 n.d. (Ramakrishna et al., 2008)
82 PEG-dithiolane AuNC H2O 355, 670 820 0.08 1370 1100 300 24 b (Oh et al., 2013)
83 Mn2+-ZnS QD H2O 318 586 0.65 636 1180 265 172 b (Subha et al., 2013)
84 PbS/CdS QD H2O 665 1270 0.18 1330 1550 530 95 b (Ni et al., 2022)
 QD605 (85) polymer-encapsulated CdSe-ZnS QD H2O 350–475 605 0.71 1000 66200 b 47000 (Larson et al., 2003)
Fluorescent proteins
 tdTomato (86) H2O 554 g 581 0.72 b 1108 1050 278 200 (Drobizhev et al. 2011)
tdKatushka2 (87) H2O 588 g 633 0.44 b 1176 1100 143 63 (Drobizhev et al. 2011)
 dsRed2 (88) H2O 561 g 587 0.71 b 1126 1050 103 73 (Drobizhev et al. 2011)
 HcRFP (89) PBS 592 g 645 g 0.05 g 1184 1160 720 b 36 (Tsai et al., 2006)
 mCherry (90) H2O 587 g 610 0.24 b 1174 1080 27 6.4 (Drobizhev et al. 2011)
 mBanana (91) H2O 540 g 553 0.69 b 1080 1070 64 44 (Drobizhev et al. 2011)
mStrawberry (92) H2O 574 g 596 0.34 b 1148 1070 20 6.8 (Drobizhev et al. 2011)
 mRFP (93) H2O 584 g 611 0.30 b 1168 1080 44 13 (Drobizhev et al. 2011)
 TagRFP (94) H2O 555 g 584 0.44 b 1110 1050 95 42 (Drobizhev et al. 2011)
 mOrange (95) H2O 548 g 565 0.70 b 1096 1080 67 47 (Drobizhev et al. 2011)
 eqFP650 (96) H2O 592 g 646 0.19 b 1184 1112 45 8.5 (Drobizhev et al. 2011)
 Katushka (97) H2O 588 g 635 0.35 b 1176 1080 66 23 (Drobizhev et al. 2011)
 Katushka2(98) H2O 588 g 633 0.44 b 1176 1140 62 27 (Drobizhev et al. 2011)
 mKate (99) pH8 588 g 635 0.27 b 1176 1118 52 14 (Drobizhev et al. 2011)
 mKate2 (100) H2O 588 g 633 0.42 b 1176 1140 72 30 (Drobizhev et al. 2011)
 mNeptune (101) H2O 600 g 651 0.17 b 1200 1104 70 12 (Drobizhev et al. 2011)
 mRaspberry (102) H2O 598 g 625 0.19 b 1196 1118 31 5.8 (Drobizhev et al. 2011)
 Neptune (103) H2O 600 g 647 0.22 b 1200 1104 72 16 (Drobizhev et al. 2011)
 tdRFP (104) Aq. buffer 584 (Campbell et al., 2002) 579 0.68 1168 1110 20 13.7 (Drobizhev et al. 2011)
ab

Two-photon absorption cross-section value taken at the excitation wavelength λ2PA reported by the authors in the NIR-II window; note that this may differ from the maximum of the 2PA band. Value extrapolated from the data available and from the formula of the 2P brightness (= σ2 (λ) × ΦF).

c

1P properties as reported by commercial suppliers, reported in water unless indicated otherwise.

d

Chemical structures are propriety and undisclosed.

e

Chirality-dependant.

f

Excitation-dependant.

g

Properties extracted from the fluorescent protein database (Available at https://www.fpbase.org/, Accessed on 11/04/2022).