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Fmoc-ACPC-OH(1S,2S)

* Please kindly note that our products are not to be used for therapeutic purposes and cannot be sold to patients.

(1S,2S)-Fmoc-acpc is used in preparation of chimeric (α/β + α)-peptide ligands for BH3-recognition cleft of the cancer-associated protein Bcl-xL.

Category

Cyclic Amino Acids

Catalog number

BAT-005266

CAS number

359586-64-4

Molecular Formula

C21H21NO4

Molecular Weight

351.40

Specification
Reference Reading

IUPAC Name

(1S,2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)cyclopentane-1-carboxylic acid

Synonyms

(1S,2S)-2-(9-Fluorenylmethyloxycarbonyl)aminocyclopentane carboxylic acid; (1S,2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)cyclopentane-1-carboxylic acid; Cyclopentanecarboxylic acid,2-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-,(1S,2S); (S,S)-Fmoc-trans-2-aminocyclopentanecarboxylic acid-OH; Fmoc-(1S,2S)-2-aminocyclopentane carboxylic acid; (1S,2S)-Fmoc-Acpc

Appearance

White solid

Purity

≥ 98% (HPLC)

Density

1.320±0.100 g/cm3

Boiling Point

584.8±39.0 °C

Storage

Store at 2-8 °C

InChI

InChI=1S/C21H21NO4/c23-20(24)17-10-5-11-19(17)22-21(25)26-12-18-15-8-3-1-6-13(15)14-7-2-4-9-16(14)18/h1-4,6-9,17-19H,5,10-12H2,(H,22,25)(H,23,24)/t17-,19-/m0/s1

InChI Key

KTLDVIJVCPIJCM-HKUYNNGSSA-N

Canonical SMILES

C1CC(C(C1)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24)C(=O)O

1. N,N'-[(1S,2S)-Cyclo-hexane-1,2-di-yl]bis-(4-methyl-benzene-sulfonamide)

Yi-Ling Hong, Hua-Jie Tan, Liang Shen Acta Crystallogr Sect E Struct Rep Online. 2011 May 1;67(Pt 5):o1121. doi: 10.1107/S1600536811012372. Epub 2011 Apr 13.

In the title compound, C(20)H(26)N(2)O(4)S(2), the cyclo-hexane ring has a chair conformation. The two chiral C atoms are in S configurations. In the crystal, inter-molecular N-H⋯O hydrogen bonds link the mol-ecules into chains propagating in [001]. Weak inter-molecular C-H⋯O hydrogen bonds further stabilize the crystal packing.

2. (1S,2S,4R)-3,3-Dichloro-4,8,12,12-tetra-methyl-tricyclo-[5.5.0.0]dodeca-6,8-diene

Ahmed Benharref, Lahcen El Ammari, Moha Berraho, Esaadia Lassaba Acta Crystallogr Sect E Struct Rep Online. 2010 Aug 28;66(Pt 9):o2463. doi: 10.1107/S1600536810034070.

The title compound, C(16)H(22)Cl(2), a derivative of β-himachalene, was semi-synthesized from natural essential oils of Cedrus atlantica. The mol-ecule is built up from two fused six- and seven-membered rings. The six-membered ring has a perfect chair conformation, whereas the seven-membered ring displays a screw boat conformation; the dihedral angle between the rings is 46.48 (9)°.