Ribosomal synthesis and folding of peptide-helical aromatic foldamer hybrids
Joseph M. Rogers; Sunbum Kwon; Simon J. Dawson; Pradeep K. Mandal; Hiroaki Suga; Ivan Huc; Nature Chemistry 10 (2018) 405–412; doi:10.1038/s41557-018-0007-x

data_1551369
_publ_section_title
;
 Ribosomal synthesis and folding of peptide-helical aromatic foldamer
 hybrids
;
_journal_name_full               'Nature Chemistry'
_journal_page_first              405
_journal_page_last               412
_journal_paper_doi               10.1038/s41557-018-0007-x
_journal_volume                  10
_journal_year                    2018
_chemical_formula_moiety
'0.8(Br), C73.5 H82 N18.5 O18 S, C70.75 H78 N17.75 O18 S, 33.5(O)'
_chemical_formula_sum            'C144.25 H160 Br0.8 N36.25 O69.5 S2'
_chemical_formula_weight         3641.62
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_cell_angle_alpha                106.247(2)
_cell_angle_beta                 106.538(2)
_cell_angle_gamma                101.356(2)
_cell_formula_units_Z            2
_cell_length_a                   19.8457(4)
_cell_length_b                   23.3538(6)
_cell_length_c                   27.1601(5)
_cell_measurement_reflns_used    38283
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      60.5800
_cell_measurement_theta_min      1.8210
_cell_volume                     11049.9(5)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.962
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measurement_device_type  'Rigaku PILATUS 200K'
_diffrn_measurement_method       \w-scans
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0396
_diffrn_reflns_av_unetI/netI     0.0311
_diffrn_reflns_Laue_measured_fraction_full 0.962
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            126472
_diffrn_reflns_point_group_measured_fraction_full 0.962
_diffrn_reflns_point_group_measured_fraction_max 0.962
_diffrn_reflns_theta_full        61.694
_diffrn_reflns_theta_max         61.694
_diffrn_reflns_theta_min         1.817
_diffrn_source                   'Rigaku FRX'
_exptl_absorpt_coefficient_mu    1.083
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.70412
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            none
_exptl_crystal_density_diffrn    1.094
_exptl_crystal_description       prism
_exptl_crystal_F_000             3790
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_refine_diff_density_max         1.007
_refine_diff_density_min         -0.591
_refine_diff_density_rms         0.122
_refine_ls_extinction_coef       0.00080(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/4 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.689
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     2401
_refine_ls_number_reflns         33165
_refine_ls_number_restraints     313
_refine_ls_restrained_S_all      1.694
_refine_ls_R_factor_all          0.1592
_refine_ls_R_factor_gt           0.1355
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3964
_refine_ls_wR_factor_ref         0.4202
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                23492
_reflns_number_total             33165
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            41557_2018_7_MOESM3_ESM.cif
_cod_data_source_block           macrocycle_peptide_foldamer
_cod_original_cell_volume        11049.9(4)
_cod_original_formula_sum        'C144.25 H160 Br0.80 N36.25 O69.50 S2'
_cod_database_code               1551369
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups, All N(H) groups,
  All N(H,H) groups
 At 1.5 times of:
  All O(H) groups
2. Restrained distances
 N41-C5AA
 1.45 with sigma of 0.02
 C05N-C03V
 1.54 with sigma of 0.02
 C2AA-C05N
 1.54 with sigma of 0.02
 C2AA-C1AA
 1.54 with sigma of 0.02
 C31-C06O
 1.54 with sigma of 0.02
 C06B-C05U
 1.54 with sigma of 0.02
 N05T-C05U
 1.36 with sigma of 0.02
 N05T-C31
 1.36 with sigma of 0.02
 O02K-C045
 1.21 with sigma of 0.02
 O00S-C02Q
 1.21 with sigma of 0.02
 O01N-C04B
 1.21 with sigma of 0.02
 O04T-C05U
 1.21 with sigma of 0.02
 C04A-C03V
 1.54 with sigma of 0.02
 C06A-C05J
 1.54 with sigma of 0.02
 C4-C06A
 1.54 with sigma of 0.02
 C05X-C05C
 1.54 with sigma of 0.02
 C06L-C05X
 1.54 with sigma of 0.02
 C49-C0AA
 1.54 with sigma of 0.02
 C49-C4
 1.54 with sigma of 0.02
 C4AA-C06L
 1.54 with sigma of 0.02
 C060-C04B
 1.54 with sigma of 0.02
 C045-C044
 1.54 with sigma of 0.02
 C05C-C044
 1.54 with sigma of 0.02
 O068-C06O
 1.21 with sigma of 0.02
 C2BA-C0BA
 1.54 with sigma of 0.02
 N2-C0BA
 1.43 with sigma of 0.02
 O05A-C05P
 1.43 with sigma of 0.02
 O03C-C05P
 1.21 with sigma of 0.02
 C064-C05D
 1.54 with sigma of 0.02
 C1-C05D
 1.54 with sigma of 0.02
 C03I-C035
 1.54 with sigma of 0.02
 C03B-C035
 1.54 with sigma of 0.02
 C05W-C05H
 1.54 with sigma of 0.02
 C7-C05W
 1.54 with sigma of 0.02
 N4AA-C0AA
 1.47 with sigma of 0.02
 N1-C3
 1.47 with sigma of 0.02
 N069-C06E
 1.47 with sigma of 0.02
 N12-C4AA
 1.47 with sigma of 0.02
 N01L-C03L
 1.47 with sigma of 0.02
 N1BA-C2BA
 1.47 with sigma of 0.02
 N06K-C06O
 1.47 with sigma of 0.02
 O6AA-C1
 1.21 with sigma of 0.02
 C7-C54
 1.54 with sigma of 0.02
 C5AA-C54
 1.54 with sigma of 0.02
 O9AA-C2BA
 1.21 with sigma of 0.02
3. Rigid bond restraints
 C03K, C04F, C04M, C04Y, C04Z, C05I
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C05C, C05X, C06L, C044
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C1AA, C2AA, C3, C03V, C05N
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C0AA, C4, C05J, C06A, C49
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C04L, C05H, C05W
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C05H, C05W, C7, C5AA, C54
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
N04E \\sim C05J \\sim C06B \\sim C50 \\sim C051: within 1.7A with sigma of 0.04
and sigma for terminal atoms of 0.08
O068 \\sim N05T \\sim N06K \\sim C05U \\sim C06B \\sim C06O \\sim C31: within
1.7A with sigma of 0.04 and sigma for terminal atoms of 0.08
C0AA \\sim C4 \\sim C05J \\sim C06A \\sim C49: within 1.7A with sigma of 0.04
and sigma for terminal atoms of 0.08
N1 \\sim C1AA \\sim C2AA \\sim C3 \\sim C03V \\sim C05N: within 1.7A with sigma
of 0.04 and sigma for terminal atoms of 0.08
C05H \\sim C05W \\sim C7 \\sim C5AA \\sim C54: within 1.7A with sigma of 0.04
and sigma for terminal atoms of 0.08
O2 \\sim O8AA: within 1.7A with sigma of 0.04 and sigma for terminal atoms of
0.08
O05V \\sim O041 \\sim C063: within 1.7A with sigma of 0.04 and sigma for
terminal atoms of 0.08
Uanis(C05J) \\sim Ueq, Uanis(C06A) \\sim Ueq, Uanis(C4) \\sim Ueq, Uanis(C49)
\\sim Ueq, Uanis(C0AA) \\sim Ueq: with sigma of 0.1 and sigma for terminal
atoms of 0.2
Uanis(O6) \\sim Ueq, Uanis(O25W) \\sim Ueq: with sigma of 0.1 and sigma for
terminal atoms of 0.2
Uanis(O3AA) \\sim Ueq, Uanis(O0BA) \\sim Ueq: with sigma of 0.1 and sigma for
terminal atoms of 0.2
Uanis(O05A) \\sim Ueq, Uanis(O03C) \\sim Ueq, Uanis(C05P) \\sim Ueq: with sigma
of 0.1 and sigma for terminal atoms of 0.2
5. Others
 Fixed Sof: Br00(0.8) S1(0.5) S2(0.5) C4AA(0.5) H4AA(0.5) H4AB(0.5) H04E(0.5)
 H05E(0.5) H05H(0.5) H05I(0.5) H06E(0.5) H06F(0.5) H06G(0.5) H06H(0.5)
 H06I(0.5) H06J(0.5) H06K(0.5) H06L(0.5) H06M(0.5) H06N(0.5) S1Q(0.5) S3(0.5)
 N4AA(0.25) H4AC(0.25) H4AD(0.25) C0AA(0.25) H0AA(0.25) H0AB(0.25) C4(0.5)
 H4A(0.5) H4B(0.5) H42A(0.5) H42B(0.5) H42C(0.5) H42D(0.5) C49(0.5) H49A(0.5)
 H49B(0.5) H50A(0.5) H50B(0.5) H50C(0.5) H50D(0.5) O0AA(0.75) O1(0.75) O3(0.5)
 O4(0.5) O6(0.5) O16W(0.5) O20W(0.25) O23W(0.25) O25W(0.5) O30W(0.5) O31W(0.5)
 O36W(0.5) O7(0.25) O5AA(0.25) O2BA(0.5) C7(0.5) H7A(0.5) H7B(0.5) O4AA(0.5)
 C5AA(0.5) H5AA(0.5) H5AB(0.5) C54(0.5) H54A(0.5) H54B(0.5) O3AA(0.5) N12(0.5)
 H12A(0.5) H12B(0.5) O8AA(0.5) O0BA(0.5) O1BA(0.5) N41(0.5) H41A(0.5) H41B(0.5)
6.a Ternary CH refined with riding coordinates:
 C03A(H03A), C05D(H05D), C024(H024), C034(H034), C044(H044), C03V(H03V),
 C05H(H05L), C05J(H05N), C06B(H06S), C035(H035)
6.b Secondary CH2 refined with riding coordinates:
 C01P(H01C,H01D), C02F(H02A,H02B), C02H(H02C,H02D), C02T(H02E,H02F), C03L(H03B,
 H03C), C03R(H03D,H03F), C4AA(H4AA,H4AB), C04C(H04A,H04B), C04R(H04C,H04D),
 C04X(H04E,H04F), C05C(H05B,H05C), C05X(H05E,H05F), C05Y(H05H,H05I), C06E(H06C,
 H06D), C06L(H06E,H06F), C032(H03G,H03H), C049(H04G,H04J), C057(H05J,H05K),
 C060(H06G,H06H), C060(H06I,H06J), C064(H06K,H06L), C064(H06M,H06N), C0AA(H0AA,
 H0AB), C1AA(H1AA,H1AB), C2AA(H2AA,H2AB), C02U(H02H,H02J), C3(H3A,H3B),
 C03I(H03I,H03K), C4(H4A,H4B), C04K(H04N,H04O), C04N(H04Q,H04R), C04V(H04W,
 H04X), C05N(H05P,H05Q), C05W(H05S,H05U), C06A(H06Q,H06R), C31(H31A,H31B),
 C42(H42A,H42B), C42(H42C,H42D), C043(H04,H), C49(H49A,H49B), C50(H50A,H50B),
 C50(H50C,H50D), C0BA(H0BA,H0BB), C7(H7A,H7B), C5AA(H5AA,H5AB), C54(H54A,H54B)
6.c Aromatic/amide H refined with riding coordinates:
 N00H(H00H), N00J(H00J), N00U(H00U), N00W(H00W), N00Y(H00Y), N00Z(H00Z),
 N01K(H01K), N01R(H01R), N01Z(H01Z), N00L(H00L), C01X(H01X), C02I(H02I),
 C02Z(H02Z), C03E(H03E), C03J(H03J), C03T(H03T), C03Z(H03Z), C04H(H04H),
 C04I(H04I), C04S(H04S), C05G(H05G), C05O(H05O), C05R(H05R), C027(H027),
 C033(H033), C037(H037), C038(H038), C054(H054), C056(H056), N00I(H00I),
 N00X(H00X), N01V(H01V), N02B(H02G), N03Q(H03Q), N03X(H03X), N04E(H04K),
 N05T(H05T), N010(H010), N012(H012), N014(H014), C02Y(H02Y), C03N(H03N),
 C03P(H03P), C03S(H03S), C03U(H03U), C03Y(H03Y), C04F(H04L), C04J(H04M),
 C04M(H04P), C04O(H04T), C04P(H04U), C04Q(H04V), C04Y(H04Y), C04Z(H04Z),
 C05I(H05M), C022(H022), C031(H031), C050(H050), C052(H052), N2(H2)
6.d Tetrahedral OH refined with riding coordinates:
 O01U(H01U), O05A(H05A), O05V(H05V), O047(H047)
6.e X=CH2 refined with riding coordinates:
 N01L(H01A,H01B), N069(H06A,H06B), N1(H1A,H1B), N4AA(H4AC,H4AD), N06K(H06O,
 H06P), N1BA(H1BA,H1BB), N12(H12A,H12B), N41(H41A,H41B)
;
_shelx_res_checksum              65349
_shelx_hkl_checksum              99699
_shelx_fab_checksum              94870