Fmoc-D-Val-OH | N-protective Amino Acid

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Quality Control of Fmoc-D-Val-OH Purity: 98% SDS Specification

COA

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NMR

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CNMR

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HPLC

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LC-MS

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Product Citations

Protein semisynthesis reveals plasticity in HECT E3 ubiquitin ligase mechanisms

Jiang, Hanjie ; Miller, Bryant D ; Viennet, Thibault ; Kim, Hyojeon ; Lee, Kwangwoon ; Arthanari, Haribabu , et al.

DOI: 10.1038/s41557-024-01576-z PubMed ID: 39030419 Nat. Chem.,2024,16,1894-1905.

Abstract: Lys ubiquitination is catalysed by E3 ubiquitin ligases and is central to the regulation of protein stability and cell signalling in normal and disease states. There are gaps in our understanding of E3 mechanisms, and here we use protein semisynthesis, chemical rescue, microscale thermophoresis and other biochemical approaches to dissect the role of catalytic base/acid function and conformational interconversion in HECT-domain E3 catalysis. We demonstrate that there is plasticity in the use of the terminal side chain or backbone carboxylate for proton transfer in HECT E3 ubiquitin ligases reactions, with yeast Rsp5 orthologues appearing to be possible evolutionary intermediates. We also show that the HECT-domain ubiquitin covalent intermediate appears to eject the E2 conjugating enzyme, promoting catalytic turnover. These fndings provide key mechanistic insights into how protein ubiquitination occurs and provide a framework for understanding E3 functions and regulation.

Purchased from AmBeed: 84624-17-9 ; 121343-82-6 ; 136083-57-3 ; 1007840-62-1

Product Details of Fmoc-D-Val-OH

CAS No. :	84624-17-9
Formula :	C₂₀H₂₁NO₄
M.W :	339.39
SMILES Code :	C(=O)(OCC2C1=CC=CC=C1C3=CC=CC=C23)N[C@H](C(C)C)C(=O)O
Synonyms :	Fmoc-D-Val-OH
MDL No. :	MFCD00062953
InChI Key :	UGNIYGNGCNXHTR-GOSISDBHSA-N
Pubchem ID :	1549479

Safety of Fmoc-D-Val-OH

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H315-H319-H332-H335
Precautionary Statements:	P261-P280-P305+P351+P338

Application In Synthesis of Fmoc-D-Val-OH

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 84624-17-9 ]

[ 84624-17-9 ] Synthesis Path-Downstream 1~35

1
[ 35661-60-0 ]
[ 35661-39-3 ]
[ 104091-08-9 ]
[ 84624-17-9 ]
Fmoc-D-Trp [ No CAS ]
(R)-4-[(R)-2-Amino-3-(1H-indol-3-yl)-propionylamino]-4-{(S)-1-[(R)-1-((S)-1-hydrazinocarbonyl-3-methyl-butylcarbamoyl)-2-methyl-propylcarbamoyl]-ethylcarbamoyl}-butyric acid tert-butyl ester [ No CAS ]

References: [1]Journal of Medicinal Chemistry,1992,vol. 35,p. 2139 - 2142.

2
[ 35661-60-0 ]
[ 104091-08-9 ]
[ 84624-17-9 ]
[ 147-85-3 ]
Fmoc-D-Trp [ No CAS ]
(R)-4-[(R)-2-Amino-3-(1H-indol-3-yl)-propionylamino]-5-{(S)-2-[(R)-1-((S)-1-hydrazinocarbonyl-3-methyl-butylcarbamoyl)-2-methyl-propylcarbamoyl]-pyrrolidin-1-yl}-5-oxo-pentanoic acid tert-butyl ester [ No CAS ]

References: [1]Journal of Medicinal Chemistry,1992,vol. 35,p. 2139 - 2142.

3
[ 71989-33-8 ]
[ 104091-08-9 ]
[ 84624-17-9 ]
pentanedioic acid mono-(2-{ethyl-[4-(4-nitrophenylazo)-phenyl]amino}-ethyl) ester [ No CAS ]
2-(3-<i>tert</i>-butoxy-2-{4-<i>tert</i>-butoxycarbonyl-2-[4-(2-{ethyl-[4-(4-nitro-phenylazo)-phenyl]-amino}-ethoxycarbonyl)-butyrylamino]-butyrylamino}-propionylamino)-3-methyl-butyric acid [ No CAS ]

References: [1]Chemistry - A European Journal,2002,vol. 8,p. 1300 - 1309.

4
[ 1160862-48-5 ]
[ 35661-38-2 ]
[ 35661-60-0 ]
[ 104091-08-9 ]
[ 84624-17-9 ]
Fmoc-D-Tyr(O-tBu)-OH [ No CAS ]
N-FMOC-O-tert-butyl-D-threonine [ No CAS ]
C₃₆H₅₆N₈O₁₁ [ No CAS ]

References: [1]Journal of the American Chemical Society,2009,vol. 131,p. 7917 - 7927.

5
[ 1160862-48-5 ]
[ 35661-38-2 ]
[ 35661-60-0 ]
[ 104091-08-9 ]
[ 84624-17-9 ]
Fmoc-D-Tyr(O-tBu)-OH [ No CAS ]
N-α-[(9H-fluoren-9-ylmethoxy)carbonyl]-N^G-(2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl)-D-arginine [ No CAS ]
[ 1160862-39-4 ]

References: [1]Journal of the American Chemical Society,2009,vol. 131,p. 7917 - 7927.

6
[ 1160862-48-5 ]
[ 35661-38-2 ]
[ 35661-60-0 ]
[ 104091-08-9 ]
[ 84624-17-9 ]
N-FMOC-O-tert-butyl-D-threonine [ No CAS ]
N-α-[(9H-fluoren-9-ylmethoxy)carbonyl]-N^G-(2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl)-D-arginine [ No CAS ]
C₃₃H₅₉N₁₁O₁₀ [ No CAS ]

References: [1]Journal of the American Chemical Society,2009,vol. 131,p. 7917 - 7927.

7
[ 1160862-48-5 ]
[ 35661-38-2 ]
[ 104091-08-9 ]
[ 84624-17-9 ]
Fmoc-D-Tyr(O-tBu)-OH [ No CAS ]
N-FMOC-O-tert-butyl-D-threonine [ No CAS ]
N-α-[(9H-fluoren-9-ylmethoxy)carbonyl]-N^G-(2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl)-D-arginine [ No CAS ]
C₃₆H₅₇N₁₁O₁₁ [ No CAS ]

References: [1]Journal of the American Chemical Society,2009,vol. 131,p. 7917 - 7927.

8
[ 353491-47-1 ]
[ 67-56-1 ]
[ 1730-89-8 ]
[ 178924-05-5 ]
[ 68858-20-8 ]
[ 118904-37-3 ]
[ 71989-35-0 ]
[ 109425-55-0 ]
[ 71989-31-6 ]
[ 84624-17-9 ]
(4S)-MeHex-D-Val-Thr(tBu)-Val-D-Val-D-Pro-Orn(Boc)-D-aIle-D-Dpr(H-Phe-(Z)Dhb-Val)(Me)-D-aIle-D-Val-OH [ No CAS ]

References: [1]European Journal of Organic Chemistry,2010,p. 2536 - 2543.

9
[ 353491-47-1 ]
[ 1730-89-8 ]
[ 178924-05-5 ]
[ 68858-20-8 ]
[ 118904-37-3 ]
[ 71989-35-0 ]
[ 109425-55-0 ]
[ 71989-31-6 ]
[ 84624-17-9 ]
(4S)-MeHex-D-Val-Thr(tBu)-Val-D-Val-D-Pro-Orn(Boc)-D-aIle-D-Dpr(H-Phe-(Z)Dhb-Val)-D-aIle-D-Val-OH [ No CAS ]

References: [1]European Journal of Organic Chemistry,2010,p. 2536 - 2543.

10
[ 1730-89-8 ]
[ 178924-05-5 ]
[ 68858-20-8 ]
[ 118904-37-3 ]
[ 71989-35-0 ]
[ 109425-55-0 ]
[ 71989-31-6 ]
[ 84624-17-9 ]
(4S)-MeHex-D-Val-Thr(tBu)-Val-D-Val-D-Pro-Orn(Boc)-D-aIle-D-Dpr-D-aIle-D-Val-OH [ No CAS ]

References: [1]European Journal of Organic Chemistry,2010,p. 2536 - 2543.

11
Fmoc-Leu-preloaded Wang resin, deprotected [ No CAS ]
[ 35661-60-0 ]
[ 35661-60-0 ]
[ 77128-73-5 ]
[ 84624-17-9 ]
[ 1252661-12-3 ]

References: [1]Bioorganic and Medicinal Chemistry,2010,vol. 18,p. 6822 - 6856.

12
C₉H₁₀NO₂Pol [ No CAS ]
[ 122889-11-6 ]
[ 86123-10-6 ]
[ 84624-17-9 ]
[ 135673-97-1 ]
[ 1252661-22-5 ]

References: [1]Bioorganic and Medicinal Chemistry,2010,vol. 18,p. 6822 - 6856.

13
Phe-Wang resin [ No CAS ]
[ 122889-11-6 ]
[ 77128-73-5 ]
[ 84624-17-9 ]
[ 135673-97-1 ]
[ 1190394-43-4 ]

References: [1]Bioorganic and Medicinal Chemistry,2010,vol. 18,p. 6822 - 6856.

14
C₆H₁₂NO₂Pol [ No CAS ]
[ 35661-60-0 ]
[ 103478-62-2 ]
[ 77128-73-5 ]
[ 84624-17-9 ]
[ 1252661-13-4 ]

References: [1]Bioorganic and Medicinal Chemistry,2010,vol. 18,p. 6822 - 6856.

15
C₁₈H₁₇N₂O₃Pol [ No CAS ]
[ 35661-60-0 ]
[ 104091-08-9 ]
[ 84624-17-9 ]
C₂₃H₄₂N₅O₆Pol [ No CAS ]

References: [1]Organic Letters,2010,vol. 12,p. 1652 - 1655.

16
[ 144-49-0 ]
C₁₉H₁₇NO₇S [ No CAS ]
[ 35661-38-2 ]
[ 35661-60-0 ]
[ 104091-08-9 ]
[ 84624-17-9 ]
Fmoc-D-Tyr(O-tBu)-OH [ No CAS ]
N-FMOC-O-tert-butyl-D-threonine [ No CAS ]
(R)-Bgl-D-Tyr-D-Thr-D-Val-D-Glu-D-Leu-D-Ala-NH₂ FA salt [ No CAS ]

References: [1]Journal of Peptide Science,2011,vol. 17,p. 288 - 296.

17
[ 144-49-0 ]
C₁₉H₁₇NO₇S [ No CAS ]
[ 35661-38-2 ]
[ 35661-60-0 ]
[ 104091-08-9 ]
[ 84624-17-9 ]
Fmoc-D-Tyr(O-tBu)-OH [ No CAS ]
N-α-[(9H-fluoren-9-ylmethoxy)carbonyl]-N^G-(2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl)-D-arginine [ No CAS ]
D-Arg-D-Tyr-(R)-Bgl-D-Val-D-Glu-D-Leu-D-Ala-NH₂ FA salt [ No CAS ]

References: [1]Journal of Peptide Science,2011,vol. 17,p. 288 - 296.

18
[ 144-49-0 ]
C₁₉H₁₇NO₇S [ No CAS ]
[ 35661-38-2 ]
[ 35661-60-0 ]
[ 104091-08-9 ]
[ 84624-17-9 ]
N-FMOC-O-tert-butyl-D-threonine [ No CAS ]
N-α-[(9H-fluoren-9-ylmethoxy)carbonyl]-N^G-(2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl)-D-arginine [ No CAS ]
D-Arg-(R)-Bgl-D-Thr-D-Val-D-Glu-D-Leu-D-Ala-NH₂ FA salt [ No CAS ]

References: [1]Journal of Peptide Science,2011,vol. 17,p. 288 - 296.

19
[ 144-49-0 ]
C₁₉H₁₇NO₇S [ No CAS ]
[ 35661-38-2 ]
[ 104091-08-9 ]
[ 84624-17-9 ]
Fmoc-D-Tyr(O-tBu)-OH [ No CAS ]
N-FMOC-O-tert-butyl-D-threonine [ No CAS ]
N-α-[(9H-fluoren-9-ylmethoxy)carbonyl]-N^G-(2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl)-D-arginine [ No CAS ]
D-Arg-D-Tyr-D-Thr-D-Val-D-Glu-(R)-Bgl-D-Ala-NH₂ FA salt [ No CAS ]

References: [1]Journal of Peptide Science,2011,vol. 17,p. 288 - 296.

20
[ 144-49-0 ]
C₁₉H₁₇NO₇S [ No CAS ]
[ 35661-38-2 ]
[ 35661-60-0 ]
[ 104091-08-9 ]
[ 84624-17-9 ]
Fmoc-D-Tyr(O-tBu)-OH [ No CAS ]
N-FMOC-O-tert-butyl-D-threonine [ No CAS ]
(S)-Bgl-D-Tyr-D-Thr-D-Val-D-Glu-D-Leu-D-Ala-NH₂ FA salt [ No CAS ]

References: [1]Journal of Peptide Science,2011,vol. 17,p. 288 - 296.

21
[ 144-49-0 ]
C₁₉H₁₇NO₇S [ No CAS ]
[ 35661-38-2 ]
[ 35661-60-0 ]
[ 104091-08-9 ]
[ 84624-17-9 ]
Fmoc-D-Tyr(O-tBu)-OH [ No CAS ]
N-α-[(9H-fluoren-9-ylmethoxy)carbonyl]-N^G-(2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl)-D-arginine [ No CAS ]
D-Arg-D-Tyr-(S)-Bgl-D-Val-D-Glu-D-Leu-D-Ala-NH₂ FA salt [ No CAS ]

References: [1]Journal of Peptide Science,2011,vol. 17,p. 288 - 296.

22
[ 144-49-0 ]
C₁₉H₁₇NO₇S [ No CAS ]
[ 35661-38-2 ]
[ 35661-60-0 ]
[ 104091-08-9 ]
[ 84624-17-9 ]
N-FMOC-O-tert-butyl-D-threonine [ No CAS ]
N-α-[(9H-fluoren-9-ylmethoxy)carbonyl]-N^G-(2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl)-D-arginine [ No CAS ]
D-Arg-(S)-Bgl-D-Thr-D-Val-D-Glu-D-Leu-D-Ala-NH₂ FA salt [ No CAS ]

References: [1]Journal of Peptide Science,2011,vol. 17,p. 288 - 296.

23
[ 144-49-0 ]
C₁₉H₁₇NO₇S [ No CAS ]
[ 35661-38-2 ]
[ 104091-08-9 ]
[ 84624-17-9 ]
Fmoc-D-Tyr(O-tBu)-OH [ No CAS ]
N-FMOC-O-tert-butyl-D-threonine [ No CAS ]
N-α-[(9H-fluoren-9-ylmethoxy)carbonyl]-N^G-(2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl)-D-arginine [ No CAS ]
D-Arg-D-Tyr-D-Thr-D-Val-D-Glu-(S)-Bgl-D-Ala-NH₂ FA salt [ No CAS ]

References: [1]Journal of Peptide Science,2011,vol. 17,p. 288 - 296.

24
Fmoc-Ala-O-Wang resin [ No CAS ]
[ 124-07-2 ]
[ 29022-11-5 ]
[ 68858-20-8 ]
[ 35661-39-3 ]
[ 35661-40-6 ]
[ 118904-37-3 ]
[ 71989-18-9 ]
[ 73724-45-5 ]
[ 125238-99-5 ]
[ 84624-17-9 ]
N-α-(9-fluorenylmethyloxycarbonyl)-N-γ-tert-butyloxycarbonyl-D-2,4-diaminobutyric acid [ No CAS ]
Protected D-Trp derivative [ No CAS ]
[ 1628113-77-8 ]