studies of antifreeze glycoprotein (AFGP) and
a C-linked AFGP analogue. Biomacromolecules 8:1456–1462
37. Tsuda T, Nishimura S (1996) Synthesis of an
antifreeze glycoprotein analogue: efficient
preparation of sequential glycopeptide polymers. Chem Commun 1996:2779–2780
38. Balcerzak A, Febbraro M, Ben R (2013) The
importance of hydrophobic moieties in ice
recrystallization
inhibitors.
RSC
Adv
3:3232–3236
39. Capicciotti C, Leclere M, Perras F, Bryce D,
Paulin H, Harden J, Liu Y, Ben R (2012)
Potent inhibition of ice recrystallization by
low molecular weight carbohydrate-based surfactants and hydrogelators. Chem Sci
3:1408–1419
40. Capicciotti C, Mancini R, Turner T, Koyama T,
Alteen M, Doshi M, Inada T, Acker J, Ben R
(2016) O-aryl-glycoside ice recrystallization
inhibitors as novel cryoprotectants: a
structure-function
study. ACS
Omega
1:656–662
41. Capicciotti C, Trant J, Leclere M, Ben R
(2011) Synthesis of C-linked triazole-containing AFGP analogues and their ability to inhibit
ice
recrystallization.
Bioconjug
Chem
22:605–611
42. Tam R, Ferreira S, Czechura P, Chaytor J, Ben
R (2008) Hydration indexes – a better parameter for explaining small molecule hydration in
inhibition of ice recrystallization. J Am Chem
Soc 130:17494–17501
43. Trant J, Biggs R, Capicciotti C, Ben R (2013)
Developing highly active small molecule ice
recrystallization inhibitors based upon
C-linked antifreeze glycoprotein analogues.
RSC Adv 3:26005–26009
44. Biggs C, Bailey TL, Graham B, Stubbs C,
Fayter A, Gibson M (2017) Polymer mimics
of biomacromolecular antifreezes. Nat Commun 8:1546
45. MacDonald M, Cornejo N, Gellman S (2017)
Inhibition of ice recrystallization by nylon-3
polymers. ACS Macro Lett 6:695–699
46. Gibson M, Barker C, Spain S, Albertin L,
Cameron N (2009) Inhibition of ice crystal
growth by synthetic glycopolymers: implications for the rational design of antifreeze glycoprotein
mimics.
Biomacromolecules
10:328–333
47. Inada T, Lu S (2003) Inhibition of recrystallization of ice grains by adsorption of poly(vinyl
alcohol) onto ice surfaces. Cryst Growth Des
3:747–752
48. Burkey A, Riley C, Wang L, Hatridge T, Lynd
N (2017) Understanding poly(vinyl alcohol)mediated ice recrystallization inhibition
through ice adsorption measurement and pH
effects. Biomacromolecules 19:248–255
49. Li T, Zhao Y, Zhong Q, Wu T (2019) Inhibiting ice recrystallization by nanocelluloses. Biomacromolecules 20:1667–1674
50. Mitchell D, Lilliman M, Spain S, Gibson M
(2014) Quantitative study on the antifreeze
protein mimetic ice growth inhibition properties of poly(ampholytes) derived from vinylbased polymers. Biomater Sci 2:1787–1795
51. Stubbs C, Lipecki J, Gibson MI (2017)
Regioregular alternating polyampholytes have
enhanced biomimetic ice recrystallization
activity compared to random copolymers and
the role of side chain versus main chain hydrophobicity. Biomacromolecules 18:295–302
52. Matsumura K, Hyon S-H (2009) Polyampholytes as low toxic efficient cryoprotective agents
with antifreeze protein properties. Biomaterials
30:4842–4849
53. Raymond J, De Vries A (1977) Adsorption
inhibition as a mechanism of freezing resistance
in polar fishes. Proc Natl Acad Sci U S A
74:2589–2593
54. Knight CA (2000) Structural biology. Adding
to the antifreeze agenda. Nature 406:249–251
55. Knight CA, Wen D, Laursen RA (1995) Nonequilibrium antifreeze peptides and the recrystallization of ice. Cryobiology 32:23–34
56. Chakrabartty A, Hew CL (1991) The effect of
enhanced alpha-helicity on the activity of a
winter flounder antifreeze polypeptide. Eur J
Biochem 202:1057–1063
57. Davies P, Hew C (1990) Biochemistry of fish
antifreeze proteins. FASEB J 4:2460–2468
58. Balcerzak A, Capiccioti C, Briard J, Ben R
(2014) Designing ice recrystallization inhibitors: from antifreeze (glyco)proteins to small
molecules. RSC Adv 4:42682–42696
59. Tomczak M, Marshall C, Gilbert J, Davies P
(2003) A facile method for determining ice
recrystallization inhibition by antifreeze proteins. Biochem Biophys Res Commun
311:1041–1046
60. Mitchell D, Congdon T, Rodger A, Gibson MI
(2015) Gold nanoparticle aggregation as a
probe of antifreeze (glyco) protein-inspired
ice recrystallization inhibition and identification of new IRI active macromolecules. Sci
Rep 5:15716
61. Graham L, Agrawal P, Oleschuk R, Davies PL
(2018) High-capacity ice-recrystallization endpoint assay employing superhydrophobic coatings that is equivalent to the ‘splat’ assay.
Cryobiology 81:138–144
282
Anna A. Ampaw et al.
a C-linked AFGP analogue. Biomacromolecules 8:1456–1462
37. Tsuda T, Nishimura S (1996) Synthesis of an
antifreeze glycoprotein analogue: efficient
preparation of sequential glycopeptide polymers. Chem Commun 1996:2779–2780
38. Balcerzak A, Febbraro M, Ben R (2013) The
importance of hydrophobic moieties in ice
recrystallization
inhibitors.
RSC
Adv
3:3232–3236
39. Capicciotti C, Leclere M, Perras F, Bryce D,
Paulin H, Harden J, Liu Y, Ben R (2012)
Potent inhibition of ice recrystallization by
low molecular weight carbohydrate-based surfactants and hydrogelators. Chem Sci
3:1408–1419
40. Capicciotti C, Mancini R, Turner T, Koyama T,
Alteen M, Doshi M, Inada T, Acker J, Ben R
(2016) O-aryl-glycoside ice recrystallization
inhibitors as novel cryoprotectants: a
structure-function
study. ACS
Omega
1:656–662
41. Capicciotti C, Trant J, Leclere M, Ben R
(2011) Synthesis of C-linked triazole-containing AFGP analogues and their ability to inhibit
ice
recrystallization.
Bioconjug
Chem
22:605–611
42. Tam R, Ferreira S, Czechura P, Chaytor J, Ben
R (2008) Hydration indexes – a better parameter for explaining small molecule hydration in
inhibition of ice recrystallization. J Am Chem
Soc 130:17494–17501
43. Trant J, Biggs R, Capicciotti C, Ben R (2013)
Developing highly active small molecule ice
recrystallization inhibitors based upon
C-linked antifreeze glycoprotein analogues.
RSC Adv 3:26005–26009
44. Biggs C, Bailey TL, Graham B, Stubbs C,
Fayter A, Gibson M (2017) Polymer mimics
of biomacromolecular antifreezes. Nat Commun 8:1546
45. MacDonald M, Cornejo N, Gellman S (2017)
Inhibition of ice recrystallization by nylon-3
polymers. ACS Macro Lett 6:695–699
46. Gibson M, Barker C, Spain S, Albertin L,
Cameron N (2009) Inhibition of ice crystal
growth by synthetic glycopolymers: implications for the rational design of antifreeze glycoprotein
mimics.
Biomacromolecules
10:328–333
47. Inada T, Lu S (2003) Inhibition of recrystallization of ice grains by adsorption of poly(vinyl
alcohol) onto ice surfaces. Cryst Growth Des
3:747–752
48. Burkey A, Riley C, Wang L, Hatridge T, Lynd
N (2017) Understanding poly(vinyl alcohol)mediated ice recrystallization inhibition
through ice adsorption measurement and pH
effects. Biomacromolecules 19:248–255
49. Li T, Zhao Y, Zhong Q, Wu T (2019) Inhibiting ice recrystallization by nanocelluloses. Biomacromolecules 20:1667–1674
50. Mitchell D, Lilliman M, Spain S, Gibson M
(2014) Quantitative study on the antifreeze
protein mimetic ice growth inhibition properties of poly(ampholytes) derived from vinylbased polymers. Biomater Sci 2:1787–1795
51. Stubbs C, Lipecki J, Gibson MI (2017)
Regioregular alternating polyampholytes have
enhanced biomimetic ice recrystallization
activity compared to random copolymers and
the role of side chain versus main chain hydrophobicity. Biomacromolecules 18:295–302
52. Matsumura K, Hyon S-H (2009) Polyampholytes as low toxic efficient cryoprotective agents
with antifreeze protein properties. Biomaterials
30:4842–4849
53. Raymond J, De Vries A (1977) Adsorption
inhibition as a mechanism of freezing resistance
in polar fishes. Proc Natl Acad Sci U S A
74:2589–2593
54. Knight CA (2000) Structural biology. Adding
to the antifreeze agenda. Nature 406:249–251
55. Knight CA, Wen D, Laursen RA (1995) Nonequilibrium antifreeze peptides and the recrystallization of ice. Cryobiology 32:23–34
56. Chakrabartty A, Hew CL (1991) The effect of
enhanced alpha-helicity on the activity of a
winter flounder antifreeze polypeptide. Eur J
Biochem 202:1057–1063
57. Davies P, Hew C (1990) Biochemistry of fish
antifreeze proteins. FASEB J 4:2460–2468
58. Balcerzak A, Capiccioti C, Briard J, Ben R
(2014) Designing ice recrystallization inhibitors: from antifreeze (glyco)proteins to small
molecules. RSC Adv 4:42682–42696
59. Tomczak M, Marshall C, Gilbert J, Davies P
(2003) A facile method for determining ice
recrystallization inhibition by antifreeze proteins. Biochem Biophys Res Commun
311:1041–1046
60. Mitchell D, Congdon T, Rodger A, Gibson MI
(2015) Gold nanoparticle aggregation as a
probe of antifreeze (glyco) protein-inspired
ice recrystallization inhibition and identification of new IRI active macromolecules. Sci
Rep 5:15716
61. Graham L, Agrawal P, Oleschuk R, Davies PL
(2018) High-capacity ice-recrystallization endpoint assay employing superhydrophobic coatings that is equivalent to the ‘splat’ assay.
Cryobiology 81:138–144
282
Anna A. Ampaw et al.