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161420-87-7

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161420-87-7 Usage

General Description

FMOC-DAB-OH HCL is a chemical compound that belongs to the class of FMOC-protected amino acids. It is a derivative of the amino acid 3,5-diaminobenzoic acid (DAB) with a FMOC (9-fluorenylmethoxycarbonyl) group attached to it. The HCL in its name indicates that it is in its hydrochloride salt form. FMOC-DAB-OH HCL is commonly used as a building block in peptide synthesis and organic chemistry due to its ability to protect the amine group of the DAB amino acid, which allows for selective deprotection and manipulation of the molecule during synthesis. It is also used as a starting material for the synthesis of various bioactive compounds and pharmaceutical intermediates.

Check Digit Verification of cas no

The CAS Registry Mumber 161420-87-7 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,6,1,4,2 and 0 respectively; the second part has 2 digits, 8 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 161420-87:
(8*1)+(7*6)+(6*1)+(5*4)+(4*2)+(3*0)+(2*8)+(1*7)=107
107 % 10 = 7
So 161420-87-7 is a valid CAS Registry Number.

161420-87-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name Fmoc-L-alpha,gamma-diaminobutyric acid

1.2 Other means of identification

Product number -
Other names (2S)-4-amino-2-(9H-fluoren-9-ylmethoxycarbonylamino)butanoic acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:161420-87-7 SDS

161420-87-7Relevant articles and documents

Reagent-Based Diversity-Oriented Synthesis of Triazolo[1,5- A[[1,4]diazepine Derivatives from Polymer-Supported Homoazidoalanine

Králová, Petra,Soural, Miroslav

, p. 7963 - 7974 (2021)

Herein, we report the synthesis of skeletally different triazolo[1,5-a][1,4]diazepines starting from immobilized homoazidoalanine. After sulfonylation with 2/4-nitrobenzenesulfonyl chlorides and Mitsunobu alkylation with various alkynols, the corresponding N-substituted nitrobenzenesulfonamides were obtained. Their catalyst-free Huisgen cycloaddition provided immobilized and functionalized triazolo[1,5-a][1,4]diazepines as the key intermediates for further modification. Using the concept of diversity-oriented, reagent-based synthesis, the key intermediates were subsequently converted to heterocycles bearing [5 + 7 + 5], [5 + 7 + 6], and [5 + 7 + 7] scaffolds. Furthermore, the synthesis of spirocyclic triazolodiazepines was developed.

Structural evaluation of tandem hairpin pyrrole-imidazole polyamides recognizing human telomeres

Hirata, Akiyoshi,Nokihara, Kiyoshi,Kawamoto, Yusuke,Bando, Toshikazu,Sasaki, Asuka,Ide, Satoru,Maeshima, Kazuhiro,Kasama, Takeshi,Sugiyama, Hiroshi

, p. 11546 - 11554 (2014)

A polyamide containing N-methylpyrrole (Py) and N-methylimidazole (Im), designated PIPA, binds with high affinity and specificity to specific nucleotide sequences in the minor groove of double-helical DNA. Based on a recent report of the synthesis of PIPA for telomere visualization, the present paper focused on the size of the connecting part (hinge region) of two PIPA segments of the tandem hairpin PIPA, Dab(Im-Im-Py)-Py-Py-Py-Im-[Hinge]-Dab(Im-Im-Py)-Py-Py-Py- Im-βAla-NH(CH2)3N(CH3)-(CH 2)3NH-[Dye]. The present paper also describes the characterization of binding by measuring the thermal melting temperature and surface plasmon resonance and by specific staining of telomeres (TTAGGG)n in human cells. Microheterogeneity was also investigated by high-resolution mass spectrometry. We found that the optimal compound as the hinge segment for telomere staining was [-NH(C2H4O)2(C 2H4)CO-] with tetramethylrhodamine as the fluorescent dye.

Total and Semisyntheses of Polymyxin Analogues with 2-Thr or 10-Thr Modifications to Decipher the Structure-Activity Relationship and Improve the Antibacterial Activity

Li, Jian,Guan, Dongliang,Chen, Feifei,Shi, Weiwei,Lan, Lefu,Huang, Wei

, p. 5746 - 5765 (2021/06/01)

Herein, we report the total and semisyntheses of a series of polymyxin analogues with 2-Thr and 10-Thr modifications to reveal the structure-activity relationship (SAR), which has not been fully elucidated previously. We employed two total-synthetic strategies to facilitate the diversified replacements on 2-Thr or 10-Thr, respectively. Moreover, semisynthetic approaches were utilized to achieve selective esterification of 2-Thr or dual esterification of both 2- and 10-Thr. Based on the results of in vitro antibacterial assays, SAR analysis implicated that the replacement of 2-/10-Thr with amino acids carrying hydrophobic side chains can maintain the activity against Pseudomonas aeruginosa but had varied effects on other tested Gram-negative bacteria. The aminoacetyl esterification on 2-/10-Thr achieved excellent antibacterial activity, and the compound 76 exhibited 2-8-fold higher activity against different strains and lower toxicity toward the HK-2 cell line. This work explored the SAR of polymyxin 2-/10-Thr and provided a promising strategy for the development of novel polymyxin derivatives.

Optimized syntheses of Fmoc azido amino acids for the preparation of azidopeptides

Pícha, Jan,Budě?ínsky, Milo?,Machá?ková, Kate?ina,Collinsová, Michaela,Jirá?ek, Ji?í

, p. 202 - 214 (2017/04/06)

The rise of CuI-catalyzed click chemistry has initiated an increased demand for azido and alkyne derivatives of amino acid as precursors for the synthesis of clicked peptides. However, the use of azido and alkyne amino acids in peptide chemistry is complicated by their high cost. For this reason, we investigated the possibility of the in-house preparation of a set of five Fmoc azido amino acids: β-azido l-alanine and d-alanine, γ-azido l-homoalanine, δ-azido l-ornithine and ω-azido l-lysine. We investigated several reaction pathways described in the literature, suggested several improvements and proposed several alternative routes for the synthesis of these compounds in high purity. Here, we demonstrate that multigram quantities of these Fmoc azido amino acids can be prepared within a week or two and at user-friendly costs. We also incorporated these azido amino acids into several model tripeptides, and we observed the formation of a new elimination product of the azido moiety upon conditions of prolonged couplings with 2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate/DIPEA. We hope that our detailed synthetic protocols will inspire some peptide chemists to prepare these Fmoc azido acids in their laboratories and will assist them in avoiding the too extensive costs of azidopeptide syntheses. Experimental procedures and/or analytical data for compounds 3–5, 20, 25, 26, 30 and 43–47 are provided in the supporting information.

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