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2438-57-5,MFCD02683983
Catalog No.:AA00329P
2438-57-5 | (2S,4S)-4-Fluoropyrrolidine-2-carboxylic Acid
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1g
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5g
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  • Technical Information
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00329P
Chemical Name:
(2S,4S)-4-Fluoropyrrolidine-2-carboxylic Acid
CAS Number:
2438-57-5
Molecular Formula:
C5H8FNO2
Molecular Weight:
133.1209
MDL Number:
MFCD02683983
IUPAC Name:
(2S,4S)-4-fluoropyrrolidine-2-carboxylic acid
InChI:
InChI=1S/C5H8FNO2/c6-3-1-4(5(8)9)7-2-3/h3-4,7H,1-2H2,(H,8,9)/t3-,4-/m0/s1
InChI Key:
ZIWHMENIDGOELV-IMJSIDKUSA-N
SMILES:
OC(=O)[C@@H]1C[C@@H](CN1)F
Properties
Computed Properties
 
Complexity:
128  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
2  
Defined Bond Stereocenter Count:
0
Exact Mass:
133.054g/mol
Formal Charge:
0
Heavy Atom Count:
9  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
133.122g/mol
Monoisotopic Mass:
133.054g/mol
Rotatable Bond Count:
1  
Topological Polar Surface Area:
49.3A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-2.3  

Synonyms
 
(2S,4S)-4-fluoropyrrolidine-2-carboxylic acid 
2438-57-5 
(2S,4S)-4-FLUOROPROLINE 
L-PROLINE, 4-FLUORO-, (4S)- 
EN300-67319 
(2S,4S)-4-fluoranylpyrrolidine-2-carboxylic acid 
AK-30114 
PubChem18395 
(2S,4S)-4-Fluoropyrrolidine-2-carboxylicAcid 
AC1Q71AC 
SCHEMBL661917 
CTK5C6182 
6745-32-0 
DTXSID10179130 
L-Proline, 4-fluoro-,(4S)- 
ZIWHMENIDGOELV-IMJSIDKUSA-N 
KS-00000AK2 
ZINC2584017 
ZX-AP010133 
ANW-56551 
BBL100867 
CF-696 
FCH834735 
cis-4-Fluoro-L-proline 
KM1097 
PC5719 
STL554661 
AKOS005063535 
AB12545 
AC-2247 
OC-0472 
RP20043 
SB11975 
AJ-43345 
cis-4-Fluoroproline 
AN-14163 
AN-50914 
BC678396 
DS-11725 
S923 
AB0018850 
AB1005749 
AX8028149 
DB-013560 
ST2407941 
(2S,4S)-4-Fluoro-pyrrolidine-2-carboxylic acid 
TL8004752 
TR-022653 
CS-0058726 
FT-0601716 
A26505 
(25,45)-4-fluoropyrrolidine-2-carboxylic acid 
(2S,4S)-4-fluoro-2-pyrrolidinecarboxylic acid 
4-(S)-Fluoro-pyrrolidine-2-(S)-carboxylic acid 
745F320 
A817256 
L-Proline, 4-fluoro-, cis- 
I11-0111 
J-015483 
J-501053 
Proline, 4-fluoro-,labeled with tritium, trans- (9CI) 
(2S,4S)-4-Fluoro-2-pyrrolidinecarboxylic acid; (4S)-4-Fluor-L-prolin 
4-Fluoroproline 
C5-H8-F-N-O2 
MOLI001113 
-4-fluoropyrrolidine-2-carboxylicacid 
4-Fluoro-pyrrolidine-2-carboxylic acid 
(4S)-4-fluoro-L-proline 
ACN-048798 
CID10057550 
H-CIS-4-FLUORO-PRO-OH 
C5H8FNO2 
Literature

Title: Rational design of protein stability: effect of (2S,4R)-4-fluoroproline on the stability and folding pathway of ubiquitin.

Journal: PloS one 20110101

Title: Thermodynamic consequences of incorporating 4-substituted proline derivatives into a small helical protein.

Journal: Biochemistry 20100518

Title: Stereoelectronic effects on the transition barrier of polyproline conformational interconversion.

Journal: Protein science : a publication of the Protein Society 20090901

Title: Direct and continuous assay for prolyl 4-hydroxylase.

Journal: Analytical biochemistry 20090315

Title: Conformational preferences of substrates for human prolyl 4-hydroxylase.

Journal: Biochemistry 20080909

Title: Stereoelectronic effects on polyproline conformation.

Journal: Protein science : a publication of the Protein Society 20060101

Title: A stereoelectronic effect on turn formation due to proline substitution in elastin-mimetic polypeptides.

Journal: Journal of the American Chemical Society 20051228

Title: Stereoelectronic and steric effects in the collagen triple helix: toward a code for strand association.

Journal: Journal of the American Chemical Society 20051116

Title: Substituted 2-azabicyclo[2.1.1]hexanes as constrained proline analogues: implications for collagen stability.

Journal: The Journal of organic chemistry 20041210

Title: Stereoelectronic effects on collagen stability: the dichotomy of 4-fluoroproline diastereomers.

Journal: Journal of the American Chemical Society 20030806

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