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Di Ianni"],"technology_type":["Mass Spectrometry","Chemical cross-linking coupled with mass spectrometry proteomics"],"software":["Not available"],"submitter_keywords":["Crosslinking ms","Xl-ms","Cross-linking mass spectrometry","Cross-linking ms","Ms-cleavable cross-linkers","Nhs carbamate cross-linkers","Dsso carbamate","N-terminal reactivity"],"full_dataset_link":["https://www.ebi.ac.uk/pride/archive/projects/PXD069252"],"sample_protocol":["Cross-linking experiments  DSSO carbamate reactivity tests on bovine serum albumin Bovine serum albumin (BSA) was resuspended in 50 mM HEPES buffer, pH 7.4 at a concentration of 10 µM (0.66 µg/µL). DSSO carbamate was freshly dissolved in neat dimethylsulfoxide (DMSO) and added to the protein solution to a final concentration of 1 mM. To optimize cross-link yield, two experimental variables were changed (4 different cross-linking reactions): - Reaction time: 1 hour, 2 hours - Temperature: room temperature and 37°C All reactions were quenched using ammonium bicarbonate (ABC) at a final 50 mM concentration for 10 minutes. α-syn and N-terminally acetylated α-syn cross-linking α-syn and N-terminally acetylated α-syn (NAc_α-syn) were expressed and purified according to a published protocol [ref]. α-syn and NAc_α-syn were cross-linked at 50 µM in phosphate buffer, pH 7.4 using DSSO carbamate or DSBU at 2-fold or 10-fold molar cross-linker excess for 1 hour at room temperature. Cross-linkers were freshly dissolved in neat DMSO prior to addition to the protein solution. Reactions were quenched using ABC at a final 50 mM concentration for 10 minutes. Infliximab-TNFα NNP9 cross-linking Human recombinant TNFα (10602-HNAE, Sino Biological, 20 µM) and full-length Infliximab biosimilar (SIM0006, BioXcell, 10 µM) were incubated at room temperature for 60 min prior to triggering the cross-linking reactions. Phosphate-Buffered Saline (PBS, pH 7.4) was used as reaction buffer for NNP9. NNP9 cross-linker was added to the protein mixture to a final concentration of 0.5 mM and 1 mM (respectively 50- and 100-fold excess over the antibody concentration). The cross-linker was dissolved in neat DMSO at a concentration of 25 mM immediately before adding it to the protein solution. The solution was incubated at room temperature for 60 minutes and quenched with ABC (40 mM final concentration) for 15 minutes.  For all XL-MS experiments, the final DMSO concentration was 2% (v/v) to not perturb protein structure.  Sample processing and digestion In-solution digestion of cross-linked BSA samples Cross-linked BSA samples were denatured using urea (6M final concentration), reduced with 45 mM dithiotreitol (DTT) and alkylated with 100 mM iodoacetamide (IAA). Samples were then diluted to 1 M urea before adding trypsin (20:1 protein to enzyme ratio) for a total digestion time of 16 hours. The proteolysis was quenched with trifluoroacetic acid (TFA) by lowering the pH to ~2. SDS-PAGE gel electrophoresis of NNP9 cross-linked samples Samples were resolved on SDS-PAGE 10% precasted polyacrylamide mini gels (NuPAGE™ 10%, Bis-Tris, 1.0–1.5 mm, Invitrogen™, Thermo Fisher Scientific). Cross-linked samples were denatured using Pierce LDS Sample Loading Buffer (1X) (Invitrogen™, Thermo Fisher Scientific) in the presence of lithium dodecyl sulphate (LDS). Samples were heated up on a pre-heated thermomixer at 70°C/1100 RPM for 10 min before gel loading. MES SDS Running Buffer (Invitrogen™, Thermo Fisher Scientific) was used at a final 1X concentration as running buffer. The electrophoretic run was performed at a constant voltage of 200V for 30 minutes. A ready-to-use Coomassie G-250 stain (SimplyBlue™ SafeStain, Invitrogen™, Thermo Fisher Scientific) was used for 2 h at 37°C on a shaker for visualizing protein bands on the polyacrylamide gel.   Enzymatic in-gel digestion of NNP9 cross-linked samples   Gel bands corresponding to antigen-antibody complexes were excised from the gel and introduced in Protein LoBind Eppendorf tubes (see Figure Sx). Bands were dried in acetonitrile, reduced with 10 mM DTT in 50 mM ABC for 30 minutes at 60°C. Tubes were cooled down to room temperature before the alkylation step using 55 mM IAA solution in 50 mM ABC for 20 minutes in the dark at room temperature. Trypsin digestion (protein to enzyme ratio 20:1) using freshly prepared trypsin was performed at 37 °C overnight, followed by chymotrypsin digestion for 4 hours at 37°C. Peptides were recovered using an extraction buffer (5% (v/v) TFA/acetonitrile; 1:2). The obtained peptide mixture was evaporated in a Genevac evaporator, and the final dried samples were resuspended in an aqueous solution containing 2% (v/v) ACN 0.1% (v/v) TFA and subjected to liquid chromatography tandem mass spectrometry (LC-MS/MS) analysis."],"repository":["Pride"],"quantification_method":["Not available"],"modification":[""],"data_protocol":["Data analysis Analysis of DSSO carbamate BSA cross-links  Identification of cross-links was performed with MeroX 2.0.1.7. The following settings were applied: Proteolytic cleavage C-terminally at Lys and Arg (up to 3 missed cleavages were allowed); peptide length: 4 to 30 amino acids; modifications: alkylation of Cys by iodoacetamide (fixed), oxidation of Met (variable); cross-linker specificity: Lys, Ser, Thr, Tyr, N-terminus; search algorithm: RISEUP with 3 max missing ions; precursor mass accuracy: 10 ppm; fragment ion mass accuracy: 20 ppm; signal-to-noise ratio > 2; precursor mass correction enabled; false discovery rate (FDR) cut-off: 1%, and minimum score cut-off: 20.  DSSO carbamate cross-linker mass modification: C6H8N2O3S (188.026 amu);  DSSO carbamate sulfoxide fragments: A – C3H3NO (69.022 amu), T – C3H3NOS (100.994 amu), S – C3H5NO2S (119.004 amu);    DSSO carbamate urea fragments: Pep-DSSO-NCO – C6H8N2O3S (188.026 amu), Pep-DSSO-NH2 – C5H10N2O2S (162.046 amu), Pep-NCO CO-H2 (25.979 amu); DSSO carbamate reporter ions: 206_reporter – C6H12N3O3S (206.060 amu), 180_reporter – C5H14N3O2S (180.081 amu), 163_reporter – C5H11N2O2S (163.054 amu), 137_reporter – C4H13N2OS (137.075 amu)  Analysis of NNP9 Infliximab-TNFα cross-links  Identification of cross-links was performed with MeroX 2.0.1.4. The following settings were applied: Proteolytic cleavage C-terminally at Lys and Arg and C-terminally at Met, Phe, Leu, Trp and Tyr (up to 3 missed cleavages were allowed); peptide length: 5 to 30 amino acids; modifications: alkylation of Cys by iodoacetamide (fixed), oxidation of Met (variable); cross-linker specificity: Lys, Ser, Thr, Tyr, N-terminus; search algorithm: Quadratic mode; precursor mass accuracy: 10 ppm; fragment ion mass accuracy: 20 ppm; signal-to-noise ratio > 2; precursor mass correction enabled; applied prescore intensity:10%; false discovery rate (FDR) cut-off: 1%, and minimum score cut-off: 50.  NNP9 cross-linker mass modification: C14H14N6O3 (314.113 amu);  NNP9 fragments: Pep_NCO – CO-H2 (25.979 amu), Pep_NNP9_NH2 – C13H16N6O2 (288.133 amu), Pep_NNP9_NCO – C14H14N6O3 (314.113 amu) Analysis of DSBU Infliximab-TNFα cross-links Identification of cross-links was performed using MeroX 2.0.1.4. Settings applied for data analysis are published in the SI file of a previous manuscript [ref]."],"omics_type":["Proteomics"],"labhead":["Andrea Sinz"],"instrument_platform":[""],"labhead_affiliation":["Department of Pharmaceutical Chemistry and Bioanalytics, Institute of Pharmacy, Martin Luther University Halle-Wittenberg, Kurt-Mothes-Str. 3, Halle/Saale D-01620, Germany  Center for Structural Mass Spectrometry, Martin Luther University Halle-Wittenberg, Kurt-Mothes-Str. 3, Halle/Saale D-01620, Germany"],"submission_type":["PARTIAL"],"species":["Homo Sapiens (human)","Bos Taurus (bovine)"],"publication":["41810544 Di Ianni A, Leischner TF, Brutiu BR, Saridakis I, Di Ianni A, Krolle H, Ihling CH, Shaaban S, Maulide N, Sinz A, Iacobucci C. Intrinsic N-Terminal Reactivity and Improved Analysis of DSSO-Carbamate and Carbamate-Based Cross-Linkers. Anal Chem. 2026 98(11):8167-8178 10.1021/acs.analchem.5c06834"],"submitter_mail":["alessio.diianni@fht.org"],"submitter_affiliation":["Human Technopole"],"submitter_country":["Italy"],"additional_accession":[]},"is_claimable":false,"name":"NHS Carbamate Cross-Linkers Provide Complementary XL-MS Restraints via Preferential N-Terminal Targeting","description":"Cross-linking mass spectrometry (XL-MS) has become a valuable tool for investigating the structural morphology and plasticity of proteins. Traditional cross-linkers contain two N-hydroxy succinimide (NHS) esters that mainly react with lysine residues. In this work, we optimized the in-solution reactivity of the cross-linker disuccinimidyl sulfoxide (DSSO) carbamate. DSSO carbamate is a DSSO analogue bearing two NHS carbamate groups instead of NHS esters as reactive moiety. The higher stability of the carbamate function mitigates the degradation of DSSO via retro-ene sulfoxide elimination in standard XL-MS buffers which limits the cross-linking yield. Additionally, we elucidated its characteristic gas-phase dissociation behavior and optimized the collision energy (CE) for automated analysis with XL-MS search engines. Cross-link site analysis of bovine serum albumin highlighted an unexpected abundance of cross-link species involving the N-terminus of the protein. We attributed this to a higher N-terminal reactivity of the NHS carbamate group compared to NHS esters. We confirmed our hypothesis by cross-linking non-acetylated and N-terminally acetylated α-asynuclein with DSSO carbamate and the NHS ester-based disuccinimidyl dibutyric urea (DSBU) cross-linker. Finally, we applied the NHS carbamate-based cross-linker NNP9 and observed the same chemical propensity. NHS carbamate-based reagents give complementary XL-MS restraints to NHS ester-based cross-linkers and can be useful for studying systems where N-terminal binding plays a significant role. We anticipate that this unexpected selectivity of NHS carbamates to protein N-termini may have applications in bioconjugation and chemical proteomics in general.","dates":{"publication":"2026-03-30","submission":"2025-10-09"},"accession":"PXD069252","cross_references":{"TAXONOMY":["NEWT:330879","NEWT:377960","NEWT:1131","NEWT:35795","NEWT:2042546","NEWT:259447","NEWT:295546","NEWT:1334565","NEWT:625351","NEWT:258594","NCBITaxon:1280","NEWT:112503","NEWT:1129","NEWT:309807","NEWT:59753","NEWT:89184","NEWT:309800","NEWT:281395","NEWT:247480","NEWT:1211601","NEWT:876138","NEWT:44271","NEWT:193516","NEWT:2315688","NEWT:592321","NEWT:1073882","NEWT:6819","NEWT:475174","NEWT:1599","NEWT:428386","NEWT:1117","NEWT:498257","NEWT:10036","NEWT:32264","NEWT:12215","NEWT:1590","NEWT:10034","NEWT:33114","NEWT:1596","NEWT:661410","NEWT:638632","NEWT:224326","NEWT:376619","NEWT:1748418","NCBITaxon:79857","NEWT:1096976","NEWT:3765","NEWT:3767","NEWT:1589","NEWT:135622","NEWT:4615","NEWT:672127","NEWT:35786","NEWT:1580","NEWT:399784","NEWT:96731","NEWT:656064","NEWT:1582","NEWT:3760","NEWT:1584","NEWT:36630","NEWT:1585","NEWT:383379","NEWT:381198","NCBITaxon:12721","NEWT:10029","NEWT:913645","NEWT:641809","NEWT:1392488","NEWT:38815","NEWT:317447","NEWT:4688","NEWT:7719","NEWT:5530","NEWT:868565","NEWT:135674","NEWT:1562698","NEWT:79329","NEWT:30069","NEWT:12637","NEWT:59729","NEWT:2164133","NEWT:295105","NEWT:108061","NEWT:60711","NEWT:224308","NEWT:3347","NEWT:49928","NEWT:3349","NEWT:160621","NEWT:212790","NEWT:110368","NEWT:1916073","NEWT:1310161","NEWT:77133","NEWT:145481","NEWT:1310165","NEWT:29058","NCBITaxon:79824","NEWT:410658","NEWT:5516","NEWT:44688","NEWT:44689","NEWT:370038","NEWT:498211","NEWT:345076","NEWT:347256","NEWT:5518","NEWT:398007","NEWT:1527468","NEWT:498217","NEWT:498216","NEWT:11320","NEWT:246196","NEWT:246197","NEWT:145458","NEWT:1310173","NEWT:200795","NEWT:2579791","NEWT:44685","NEWT:161934","NEWT:1148","NEWT:5508","NEWT:3329","NEWT:419481","NEWT:5507","NEWT:260499","NEWT:410661","NEWT:329854","NEWT:1140","NCBITaxon:2157","NEWT:2066563","NEWT:2649329","NEWT:1143","NEWT:1287689","NEWT:1094343","NEWT:1462472","NEWT:1336795","NEWT:644042","NEWT:150808","NEWT:1182590","NEWT:3712","NEWT:3711","NEWT:3714","NCBITaxon:37162","NEWT:3715","NEWT:2065263","NEWT:177437","NEWT:717966","NEWT:10891","NEWT:10418","NEWT:118698","NEWT:1616117","NEWT:118696","NEWT:34865","NEWT:52283","NEWT:284812","NEWT:8175","NEWT:43330","NEWT:1603293","NEWT:44664","NEWT:43346","NEWT:3702","NEWT:1245466","NEWT:3704","NEWT:244366","NEWT:1246791","NEWT:176597","NEWT:118694","NEWT:2850","NEWT:118691","NEWT:34871","NEWT:9006","NEWT:33548","NEWT:52299","NEWT:8165","NEWT:96794","NEWT:3708","NEWT:332648","NEWT:44670","NEWT:926571","NEWT:536231","NEWT:376219","NEWT:219813","NEWT:1510","NEWT:460519","NEWT:1515","NEWT:572307","NEWT:1432138","NEWT:1424507","NEWT:1194599","NEWT:272844","NEWT:1348799","NEWT:33995","NEWT:55784","NEWT:1303443","NEWT:485","NEWT:56636","NEWT:2499525","NEWT:2853422","NEWT:487","NEWT:1538553","NEWT:1679718","NEWT:480","NEWT:67767","NEWT:45972","NEWT:46835","NEWT:109757","NEWT:582580","NEWT:1185650","NEWT:216778","NEWT:1502","NEWT:128017","NEWT:2836","NEWT:376686","NEWT:237610","NEWT:95486","EFO:0001352","NEWT:119562","NEWT:1883446","NEWT:1233435","NEWT:118223","NEWT:11757","NEWT:987059","NEWT:109760","NEWT:29031","NEWT:317047","NEWT:1509","NEWT:491","NEWT:460523","NEWT:45954","NEWT:235443","NEWT:1579","NEWT:1757312","NEWT:85694","NEWT:109786","NEWT:1922344","NEWT:108458","NEWT:5936","NEWT:85692","NEWT:321967","NEWT:320637","NEWT:1078283","NEWT:3750","NEWT:983964","NEWT:11706","NEWT:32644","NEWT:527796","NEWT:279010","NEWT:499175","NEWT:109779","NEWT:3745","NEWT:1715989","NCBITaxon:4751","NEWT:3747","NEWT:1116234","NEWT:415978","NEWT:1255228","NEWT:410289","NEWT:191701","NEWT:373153","NEWT:1640278","NEWT:9054","NEWT:472","NEWT:940825","NEWT:29459","NEWT:529507","NEWT:1071661","NEWT:28128","NEWT:470","NEWT:41122","NEWT:5911","NEWT:748693","NCBITaxon:50557","NEWT:39251","NEWT:29491","NEWT:101841","NEWT:446","NEWT:153481","NEWT:2014887","NEWT:33952","NEWT:11723","NEWT:445","NEWT:153009","NEWT:261756","NEWT:166314","NEWT:166313","NEWT:63366","NEWT:63367","NEWT:29488","NEWT:215402","NEWT:1547","NEWT:1290454","NEWT:3726","NEWT:906914","NEWT:81231006","NEWT:28141","NEWT:9031","NEWT:27292","NEWT:1050722","NEWT:3728","NEWT:108931","NEWT:1293497","NEWT:1055524","NEWT:548","NEWT:150475","NEWT:267872","NEWT:381666","NEWT:172269","NEWT:9534","NEWT:2126348","NEWT:5180","NEWT:256737","NEWT:9541","NEWT:8694","NEWT:33936","NEWT:8692","NEWT:542","NEWT:2903","NEWT:185579","NEWT:872227","NEWT:13076","NEWT:2587410","NEWT:207340","NEWT:1006581","NEWT:33940","NEWT:2126337","NEWT:550","NEWT:10804","NEWT:33941","NEWT:554","NEWT:451516","NEWT:552","NEWT:1325291","NEWT:42410","NEWT:36185","NEWT:1054211","NEWT:1225786","NEWT:771870","NEWT:51338","NEWT:9995","NEWT:575412","NEWT:28112","NEWT:49012","NEWT:28110","NEWT:6493","NEWT:10832","NEWT:6494","NEWT:6491","NEWT:507601","NEWT:520","NEWT:64657","NEWT:186441","NEWT:643680","NEWT:214092","NCBITaxon:6157","NEWT:13095","NEWT:162425","NEWT:104105","NE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