Fmoc-Dab(Boc)-OH
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Fmoc-Dab(Boc)-OH

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Fmoc-Dab(Boc)-OH is a useful building block for chemical synthesis

Category
BOC-Amino Acids
Catalog number
BAT-008138
CAS number
125238-99-5
Molecular Formula
C24H28N2O6
Molecular Weight
440.49
Fmoc-Dab(Boc)-OH
IUPAC Name
(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-[(2-methylpropan-2-yl)oxycarbonylamino]butanoic acid
Synonyms
Fmoc-L-Dab(Boc)-OH; Fmoc-N4-Boc-L-2,4-Diaminobutyric Acid; (S)-2-((((9H-Fluoren-9-Yl)Methoxy)Carbonyl)Amino)-4-((Tert-Butoxycarbonyl)Amino)Butanoic Acid; N-Fmoc-N'-Boc-L-2,4-Diaminobutyric Acid; MFCD00151941
Appearance
White powder
Purity
98%
Density
1.243g/cm3
Boiling Point
670.9ºC at 760 mmHg
Storage
-20°C Freezer
Solubility
Soluble in DMSO, Methanol
Application
building block for chemical synthesis
InChI
InChI=1S/C24H28N2O6/c1-24(2,3)32-22(29)25-13-12-20(21(27)28)26-23(30)31-14-19-17-10-6-4-8-15(17)16-9-5-7-11-18(16)19/h4-11,19-20H,12-14H2,1-3H3,(H,25,29)(H,26,30)(H,27,28)/t20-/m0/s1
InChI Key
LIWKOFAHRLBNMG-FQEVSTJZSA-N
Canonical SMILES
CC(C)(C)OC(=O)NCCC(C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13
1.Determination of β-N-methylamino-L-alanine, N-(2-aminoethyl)glycine, and 2,4-diaminobutyric acid in Food Products Containing Cyanobacteria by Ultra-Performance Liquid Chromatography and Tandem Mass Spectrometry: Single-Laboratory Validation.
Glover WB1, Baker TC, Murch SJ, Brown PN. J AOAC Int. 2015 Nov-Dec;98(6):1559-65. doi: 10.5740/jaoacint.15-084.
A single-laboratory validation study was completed for the determination of β-N-methylamino-L-alanine (BMAA), N-(2-aminoethyl)glycine (AEG), and 2,4-diaminobutyric acid (DAB) in bulk natural health product supplements purchased from a health food store in Canada. BMAA and its isomers were extracted with acid hydrolysis to free analytes from protein association. Acid was removed with the residue evaporated to dryness and reconstituted with derivatization using 6-aminoquinolyl-N-hydroxysuccinimidyl carbamate (AccQ-Fluor). Chromatographic separation and detection were achieved using RP ultra-performance LC coupled to a tandem mass spectrometer operated in multiple reaction monitoring mode. Data from biological samples were evaluated for precision and accuracy across different days to ensure repeatability. Accuracy was assessed by spike recovery of biological samples using varying amino acid concentrations, with an average recovery across all samples of 108.
2.Dissect style response to pollination using metabolite profiling in self-compatible and self-incompatible tomato species.
Zhao P1, Pan Q2, Yu W3, Zhao L4. J Chromatogr B Analyt Technol Biomed Life Sci. 2016 Apr 1;1017-1018:153-62. doi: 10.1016/j.jchromb.2016.01.056. Epub 2016 Feb 23.
Tomato style is the pathway for pollen germination and pollen tubes growth from the stigma to the ovules where fertilization occurs. It is essential to supplying the nutrients for pollen tube growth and guidance for the pollen tubes. To our knowledge, style also regulates gametophytic self-incompatibility (SI) in tomato species. This study identified the metabolites and monitored the metabolic changes of self-incompatible and self-compatible tomato with self-pollinated or unpollinated styles by gas chromatography-mass spectrometry (GC-MS). A total of 9 classes of compounds were identified in SI and self-compatibility (SC) self-pollinated and unpollinated styles which included amino acids, sugars, fatty acids/lipids, amines, organic acids, alcohols, nitriles, inorganic acids and other compounds. The contents of d-Mannose-6-phosphate, Cellobiose, Myristic acid, 2,4-Diaminobutyric acid, Inositol and Urea were significantly decreased and the rest did not significantly change in SI styles.
3.Agromyces binzhouensis sp. nov., an actinobacterium isolated from a Coastal Wetland of the Yellow River Delta.
Chen Z1, Guan Y2, Wang J3, Li J4. Int J Syst Evol Microbiol. 2016 Mar 15. doi: 10.1099/ijsem.0.001022. [Epub ahead of print]
A Gram-staining-positive, heterotrophic, non-spore-forming, rod-shaped, strain OAct353T belonging to the genus Agromyces was isolated from a soil sample collected from a coastal wetland of the Yellow River delta, China. The strain was identified using a polyphasic taxonomic approach. The strain grew in the presence of 0-10% (w/v) NaCl (optimum, 2-3 %), at pH 5.0-8.0 (optimum, pH 7.0) and 12-36 °C (optimum, 28 °C). The isolate contained 2,4-diaminobutyric acid, glutamic acid and glycine in its peptidoglycan. The acyl type of the cell-wall muramic acid was N-acetyl. The whole cell sugars of this novel strain were glucose, xylose and rhamnose. The predominant menaquinones were MK-12 (74 %) and MK-11 (21 %). The major phospholipids were phosphatidylglycerol (PG), one unknown phospholipid (PL), three unknown glycolipids (GL) and three unknown polar lipids (L). The major fatty acids were iso-C16:0, anteiso-C15:0 and anteiso-C17:0. The DNA G+C content was 69.
4.Allohumibacter endophyticus gen. nov., sp. nov., isolated from the root of mugwort.
Kim YR1, Kim TS2, Han JH3, Joung Y4, Park J5, Kim SB6. Int J Syst Evol Microbiol. 2016 Feb 2. doi: 10.1099/ijsem.0.000948. [Epub ahead of print]
A novel actinobacterium designated strain MWE-A11T was isolated from the root of wild Artemisia princeps (mugwort). The isolate was aerobic, Gram-stain-positive and short rod-shaped, and the colonies were yellow-colored and circular with entire margin. Strain MWE-A11T grew at 15-37°C and pH 6.0-8.0. The predominant isoprenoid quinones were MK-11 and MK-10. The predominant fatty acids were anteiso-C15:0 and iso-C16:0, and the DNA G+C content was 68.8 mol%. The main polar lipids were diphosphatidylglycerol, phosphatidylglycerol and an unidentified glycolipid. The peptidoglycan contained 2,4-diaminobutyric acid as the diagnostic diamino acid, and the acyl type was glycolyl. Phylogenetic analyses based on 16S rRNA gene sequence comparison indicated that strain MWE-A11T was affiliated with the family Microbacteriaceae, and was mostly related to the type strains of Humibacter antri (96.4% sequence similarity), Herbiconiux moechotypicola (96.3%), Leifsonia soli (96.
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