5-Chloro-D-tryptophan
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| Category | Others |
| Catalog number | BBF-04664 |
| CAS | 55325-48-9 |
| Molecular Weight | 238.7 |
| Molecular Formula | C11H11ClN2O2 |
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Specification
| IUPAC Name | (2R)-2-amino-3-(5-chloro-1H-indol-3-yl)propanoic acid |
| Canonical SMILES | C1=CC2=C(C=C1Cl)C(=CN2)CC(C(=O)O)N |
| InChI | InChI=1S/C11H11ClN2O2/c12-7-1-2-10-8(4-7)6(5-14-10)3-9(13)11(15)16/h1-2,4-5,9,14H,3,13H2,(H,15,16)/t9-/m1/s1 |
| InChI Key | TUKKZLIDCNWKIN-SECBINFHSA-N |
Properties
| Boiling Point | 476.9±45.0°C (Predicted) |
| Density | 1.474±0.06 g/cm3 (Predicted) |
Reference Reading
1. Total synthesis and initial structure-activity relationships of longicatenamycin A
Franz von Nussbaum, Sonja Anlauf, Christoph Freiberg, Jordi Benet-Buchholz, Jens Schamberger, Thomas Henkel, Guido Schiffer, Dieter Häbich ChemMedChem. 2008 Apr;3(4):619-26. doi: 10.1002/cmdc.200700297.
Natural products have provided the majority of lead structures for marketed antibacterials. In addition, they are biological guide principles to new therapies. Nevertheless, numerous "old" classes of antibiotics such as the longicatenamycins have never been explored by chemical postevolution. Longicatenamycin A is the first defined longicatenamycin congener that has been totally synthesized and tested in pure form. This venture required the de novo syntheses of the non-proteinogenic amino acids (2S,3R)-beta-hydroxyglutamic acid (HyGlu), 5-chloro-D-tryptophan (D-ClTrp), and (S)-2-amino-6-methylheptanoic acid (hhLeu). In the key step, the sensitive HyGlu building block was coupled as a pentafluorophenyl active ester to the unprotected H-D-ClTrp-Glu-hhLeu-D-Val-D-(Cbz)Orn-OH fragment. This first total synthesis of longicatenamycin A provided new congeners of the natural product (deacetyllongicatenamycin, dechlorolongicatenamycin, and longicatenamycin-A-amide).
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
