N-(((9H-Fluoren-9-yl)methoxy)carbonyl)-DL-3-aminoisobutyric acid
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N-(((9H-Fluoren-9-yl)methoxy)carbonyl)-DL-3-aminoisobutyric acid

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Category
Fmoc-Amino Acids
Catalog number
BAT-005371
CAS number
186320-19-4
Molecular Formula
C19H19NO4
Molecular Weight
325.37
N-(((9H-Fluoren-9-yl)methoxy)carbonyl)-DL-3-aminoisobutyric acid
IUPAC Name
3-(9H-fluoren-9-ylmethoxycarbonylamino)-2-methylpropanoic acid
Synonyms
Fmoc-DL-Aib(3)-OH; Fmoc-DL-β-Aib-OH; N-(((9H-Fluoren-9-yl)methoxy)carbonyl)-DL-3-amino-2-methylpropanoic acid
Purity
≥ 95%
Density
1.255 g/cm3
Boiling Point
555.3 °C at 760 mmHg
InChI
InChI=1S/C19H19NO4/c1-12(18(21)22)10-20-19(23)24-11-17-15-8-4-2-6-13(15)14-7-3-5-9-16(14)17/h2-9,12,17H,10-11H2,1H3,(H,20,23)(H,21,22)
InChI Key
BMUDOYSTGJHGNI-UHFFFAOYSA-N
Canonical SMILES
CC(CNC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13)C(=O)O
1.In-vivo imaging of blood-brain barrier permeability using positron emission tomography with 2-amino-[3-11C]isobutyric acid.
Okada M1, Kikuchi T, Okamura T, Ikoma Y, Tsuji AB, Wakizaka H, Kamakura T, Aoki I, Zhang MR, Kato K. Nucl Med Commun. 2015 Dec;36(12):1239-48. doi: 10.1097/MNM.0000000000000385.
OBJECTIVE: The blood-brain barrier (BBB) limits the entry of some therapeutics into the brain, resulting in reduced efficacy. BBB-opening techniques have been developed to enhance the entry into the brain. However, a noninvasive, highly sensitive and quantitative method for evaluating the changes in BBB permeability induced by such techniques is needed to optimize treatment protocols. We evaluated 2-amino-[3-C]isobutyric acid ([3-C]AIB) as a PET probe to quantify BBB permeability in model rats.
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