New

Boc-D-Pro(4-NHFmoc)-OH (2R,4S)

Chemical name: (2R,4S)-N-alpha-t-Butyloxycarbonyl-4-(9-fluorenylmethyloxycarbonyl)amino-D-proline // Synonyms: trans-Boc-D-Pro(4-NHFmoc)-OH, N-Boc-trans-4-N-Fmoc-amino-D-proline, (2R,4S)-Fmoc-4-amino-1-Boc-pyrrolidine-2-carboxylic acid, (2R,4S)-1-Boc-4-(Fmoc-amino)-pyrrolidine-2-carboxylic acid, (2R,4S)-4-(((9H-fluoren-9-yl)methoxy)carbonylamino)-1-(t-butoxycarbonyl)pyrrolidine-2-carboxylic acid

Product code:BAA4570
CAS No.:1018332-23-4
Formula:C25H28N2O6
Molecular weight:452,51 g/mol
Grouped product items
Qty Packing unit Price SKU
250 mg
$155.25
BAA4570.0250
1 g
$472.50
BAA4570.1000
5 g
$2,092.50
BAA4570.5000
description

This building block is reported as a sort of a,g-locked g-aminobutanoic acid (GABA) surrogate. The 4-amino and 2-carboxy group can easily be used for the incorporation into peptide sequences leaving the Na-proline site free for covalent bonding to various tethers and functional units.


Typically, peptide bonds are in trans conformation. Residues at the pyrrolidine ring of proline induce cis-/ trans-amide bond conformation through steric and/or electronic effects.

Thus, BAA4570 and its (2R,4R)-derivative BAA3690 can be used for conformational studies and for tuning pharmaceutical and biological properties of peptides.


references

Discovery of Subnanomolar Arginine-Glycine-Aspartate-Based anb3/anb5 Integrin Binders Embedding 4-Aminoproline Residues; F. Zanardi, P. Burreddu, G. Rassu, L. Auzzas, L. Battistini, C. Curti, A. Sartori, G. Nicastro, G. Menchi, N. Cini, A. Bottonoceti, S. Raspanti, and G. Casiraghi; J. Med. Chem. 2008; 51: 1771-1782; https://doi.org/10.1021/jm701214z


The cis-4-Amino-L-proline Residue as a Scaffold for the Synhesis of Cyclic and Linear Endomorphin-2 Analogues; A. Mollica, F. Pinnen, A. Stefanucci, F. Feliciani, C. Campestre, L. Mannia, A. P. Sobolev, G. Lucente, P. Davis, J. Lai, S.-W. Ma, F. Porreca, V. J. Hruby; J. Med. Chem. 2012; 55: 3027-3035; https://doi.org/10.1021/jm201402v

Bulk or large quantity order?

Do you need larger quantities for your development or production?

Do you need further information of this product?

get in contact

Quick contact

Please send me more information about

We found other products you might like!
Structure image for Boc-D-Pro-OH
Boc-D-Pro-OH

Starting at $94.50

Structure image for Fmoc-D-Pro-OH*H2O
Fmoc-D-Pro-OH*H2O

Starting at $47.25

Structure image for Fmoc-L-Pro-OH*H2O
Fmoc-L-Pro-OH*H2O

Starting at $33.75

Structure image for Boc-L-Pro-OH
Boc-L-Pro-OH

Starting at $54.00

Structure image for Boc-L-Pro-NH2
Boc-L-Pro-NH2

Starting at $168.75

Structure image for Ac-D-Pro-OH
Ac-D-Pro-OH

Starting at $81.00

Structure image for Ac-L-Pro-NH2
Ac-L-Pro-NH2

Starting at $222.75

Structure image for Bzl-L-Pro-OH
Bzl-L-Pro-OH

Starting at $81.00

Structure image for Boc-L-Pro(4-keto)-OMe
Boc-L-Pro(4-keto)-OMe

Starting at $303.75

Structure image for Boc-D-Pro-NH2
Boc-D-Pro-NH2

Starting at $337.50

Structure image for Boc-D-Pro-OSu
Boc-D-Pro-OSu

Starting at $168.75

Structure image for Boc-L-Pro-OMe
Boc-L-Pro-OMe

Starting at $121.50

Structure image for Boc-L-Pro-OSu
Boc-L-Pro-OSu

Starting at $135.00

Structure image for Fmoc-L-Pro(4-keto)-OH
Fmoc-L-Pro(4-keto)-OH

Starting at $170.10

Structure image for Fmoc-L-Pro-OSu
Fmoc-L-Pro-OSu

Starting at $121.50

Structure image for Fmoc-D-beta-HPro-OH
Fmoc-D-beta-HPro-OH

Starting at $472.50

Structure image for Fmoc-D-Pro-OH
Fmoc-D-Pro-OH

Starting at Please inquire

Structure image for Boc-L-Pro(4-N3)-OH (2S,4S)
Boc-L-Pro(4-N3)-OH (2S,4S)

Starting at $170.10

Structure image for Fmoc-L-Pro(4-N3)-OH (2S,4S)
Fmoc-L-Pro(4-N3)-OH (2S,4S)

Starting at $121.50

Structure image for Fmoc-alpha-Me-L-Pro-OH
Fmoc-alpha-Me-L-Pro-OH

Starting at $1,012.50

Structure image for Fmoc-L-Pro(4-N3)-OH (2S,4R)
Fmoc-L-Pro(4-N3)-OH (2S,4R)

Starting at $162.00

Structure image for H-L-Pro(4-N3)-OH*HCl (2S,4S)
H-L-Pro(4-N3)-OH*HCl (2S,4S)

Starting at $121.50

Structure image for Boc-L-Pro(4-Ph)-OH (2S,4S)
Boc-L-Pro(4-Ph)-OH (2S,4S)

Starting at $405.00

Structure image for Boc-cis-Pro(3-Ph)-OH (rac)
Boc-cis-Pro(3-Ph)-OH (rac)

Starting at $216.00

Structure image for Boc-trans-Pro(3-Ph)-OH (rac)
Boc-trans-Pro(3-Ph)-OH (rac)

Starting at $405.00

Structure image for Boc-5,5-dmP-OH (S)
Boc-5,5-dmP-OH (S)

Starting at $236.25

Structure image for Boc-L-Pro(4-Chx)-OH (2S,4S)
Boc-L-Pro(4-Chx)-OH (2S,4S)

Starting at $472.50

Structure image for Boc-3,3-dmP-OH (S)
Boc-3,3-dmP-OH (S)

Starting at $303.75

Structure image for Ac-L-Pro-OH
Ac-L-Pro-OH

Starting at Please inquire

Structure image for H-L-Photo-Proline*HCl
H-L-Photo-Proline*HCl

Starting at $337.50

Structure image for Boc-L-Photo-Proline
Boc-L-Photo-Proline

Starting at $236.25

Structure image for Fmoc-L-Photo-Proline
Fmoc-L-Photo-Proline

Starting at $236.25

Structure image for H-L-Pro(4-N3)-OH*HCl (2S,4R)
H-L-Pro(4-N3)-OH*HCl (2S,4R)

Starting at $135.00

Structure image for H-D-Pro(4-N3)-OH*HCl (2R,4S)
H-D-Pro(4-N3)-OH*HCl (2R,4S)

Starting at $162.00

Structure image for Fmoc-D-Pro(4-N3)-OH (2R,4S)
Fmoc-D-Pro(4-N3)-OH (2R,4S)

Starting at $162.00

Structure image for H-D-Pro(4-N3)-OH*HCl (2R,4R)
H-D-Pro(4-N3)-OH*HCl (2R,4R)

Starting at $114.75

Structure image for Boc-D-Pro(4-N3)-OH (2R,4R)
Boc-D-Pro(4-N3)-OH (2R,4R)

Starting at $121.50

Structure image for Fmoc-D-Pro(4-N3)-OH (2R,4R)
Fmoc-D-Pro(4-N3)-OH (2R,4R)

Starting at $114.75

Structure image for Boc-5,5-dmP-OH (R)
Boc-5,5-dmP-OH (R)

Starting at $236.25

Structure image for Boc-L-Pro(4-Ph)-OH (2S,4R)
Boc-L-Pro(4-Ph)-OH (2S,4R)

Starting at $526.50

Structure image for Boc-3,3-dmP-OH (rac)
Boc-3,3-dmP-OH (rac)

Starting at $87.75

Boc-L-Pro(4-CF3)-OH (2S,4S)
Boc-L-Pro(4-CF3)-OH (2S,4S)

Starting at $2,430.00

Structure image for Boc-L-Pro(4-F)-OH (2S,4R)
Boc-L-Pro(4-F)-OH (2S,4R)

Starting at $270.00

Structure image for Boc-L-Pro(4-F)-OH (2S,4S)
Boc-L-Pro(4-F)-OH (2S,4S)

Starting at $378.00

Structure image for Boc-L-Pro(4,4-F2)-OH
Boc-L-Pro(4,4-F2)-OH

Starting at $202.50

Structure image for Boc-L-Pro(5-Me)-OH (2S,5S)
Boc-L-Pro(5-Me)-OH (2S,5S)

Starting at Please inquire

Structure image for Boc-L-Pro(5-Ph)-OH (2S,5R)
Boc-L-Pro(5-Ph)-OH (2S,5R)

Starting at Please inquire

Structure image for Boc-D-Pro(5-Ph)-OH (2R,5S)
Boc-D-Pro(5-Ph)-OH (2R,5S)

Starting at Please inquire

Structure image for Aloc-Pro-OH*DCHA
Aloc-Pro-OH*DCHA

Starting at $432.00

Structure image for Boc-pyrrolidine-3-COOH (S)
Boc-pyrrolidine-3-COOH (S)

Starting at $202.50

Structure image for Boc-alpha-Me-D-Pro-OH
Boc-alpha-Me-D-Pro-OH

Starting at $810.00

Structure image for Boc-alpha-Me-L-Pro-OH
Boc-alpha-Me-L-Pro-OH

Starting at $810.00

Structure image for Boc-L-Pro(4-OCF3)-OH (2S,4R)
Boc-L-Pro(4-OCF3)-OH (2S,4R)

Starting at Please inquire

Structure image for Boc-Pro(3,3-F2)-OH (RS)
Boc-Pro(3,3-F2)-OH (RS)

Starting at Please inquire

Structure image for Boc-L-Pro(4-CF2H)-OH (2S,4S)
Boc-L-Pro(4-CF2H)-OH (2S,4S)

Starting at Please inquire

Structure image for Boc-L-Pro(4-OCF2H)-OH
Boc-L-Pro(4-OCF2H)-OH

Starting at Please inquire